CN102408753A - Alkaline colorant, colored composition, color filter and display element - Google Patents
Alkaline colorant, colored composition, color filter and display element Download PDFInfo
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- CN102408753A CN102408753A CN201110272135XA CN201110272135A CN102408753A CN 102408753 A CN102408753 A CN 102408753A CN 201110272135X A CN201110272135X A CN 201110272135XA CN 201110272135 A CN201110272135 A CN 201110272135A CN 102408753 A CN102408753 A CN 102408753A
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- tinting material
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- 0 CCN(CC)c1ccc(C=CC(C2(C)C)=*C(C)c(cc3)c2cc3Cl)cc1 Chemical compound CCN(CC)c1ccc(C=CC(C2(C)C)=*C(C)c(cc3)c2cc3Cl)cc1 0.000 description 10
- QEARFMBKRMPYFK-PKAZHMFMSA-N CCN(CC)c1cc(OC(C/C(/C=C2)=N\CC)C2=C2c(cccc3)c3C(O)=O)c2cc1 Chemical compound CCN(CC)c1cc(OC(C/C(/C=C2)=N\CC)C2=C2c(cccc3)c3C(O)=O)c2cc1 QEARFMBKRMPYFK-PKAZHMFMSA-N 0.000 description 1
- RRLVQNSBBGBUDS-UHFFFAOYSA-N CCOC(c1c(C(C(C(C2)Oc3c4)=CC=C2N)c3cc(C)c4N)cccc1)=O Chemical compound CCOC(c1c(C(C(C(C2)Oc3c4)=CC=C2N)c3cc(C)c4N)cccc1)=O RRLVQNSBBGBUDS-UHFFFAOYSA-N 0.000 description 1
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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
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/201—Filters in the form of arrays
-
- 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
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- 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
- G02F1/1303—Apparatus specially adapted to the manufacture of LCDs
-
- 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
-
- 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
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
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- Optics & Photonics (AREA)
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- Crystallography & Structural Chemistry (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Optical Filters (AREA)
- Materials For Photolithography (AREA)
Abstract
The invention relates to an alkaline colorant, a colored composition, a color filter and a display element. The invention provides an alkaline colorant with higher heat resistance. The alkaline colorant is provided with a negative ion represented by the following formula (1). In the formula (1), R represents an n valence organic group formed by 1-16 atoms, n represents integers of 2-4, wherein the atoms do not comprise hydrogen atoms. R (-SO3-) n (1).
Description
Technical field
The present invention relates to alkali stain, coloured composition, colour filter and display element; More specifically; The alkali stain that relates to the colour filter that is applicable to transmission-type or reflection-type color liquid crystal display element, solid-state imager, organic EL display element, Electronic Paper etc.; The coloured composition that contains this tinting material possesses the colour filter of the pigmented layer that contains this tinting material, and the display element that possesses this colour filter.
Background technology
When using colored radiation-sensitive composition to make colour filter; Known have a following method: on substrate; After coating pigment decentralized colored radiation-sensitive composition and the drying; Dry coating is shone radioactive rays (below, be called " exposure ") and develop by needed pattern form, obtain pixel of all kinds (patent documentation 1～2) thus.In addition, also known utilization is dispersed with the method (patent documentation 3) that the sooty optical polymerism composition forms black matrix.In addition, also known use pigment-dispersed colored resin composition obtains the method (patent documentation 4) of pixel of all kinds through ink-jetting style.
But the known high brightnessization of display element and the height of high color purityization or solid-state imager will realized becomes more meticulous, and using dyestuff is effective as tinting material.For example, in patent documentation 5, proposed to use the triarylmethane based dye of ad hoc structure.
[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 2008-304766 communique
Summary of the invention
But, the alkali stain headed by the triarylmethane based dye that is proposed with patent documentation 5, thermotolerance is insufficient, if surpass 200 ℃ exposure, heating (back baking) operation after developing through picture, then can lose the meliority to the colorimetric properties of pigment.In view of above background, need develop the alkali stain of excellent heat resistance strongly.
Therefore, problem of the present invention is to provide the alkali stain and the coloured composition of excellent heat resistance.In addition, problem of the present invention is to provide colour filter that possesses the pigmented layer that contains this tinting material and the display element that possesses this colour filter.
The inventor etc. conscientiously study, and the result finds to have specific multifunctional sulfonate groups can solve above-mentioned problem as the alkali stain of anionicsite.
That is, the present invention provides a kind of alkali stain (below, be also referred to as " in line with toner "), has the negatively charged ion of following formula (1) expression.
R(-SO
3 -)
n (1)
[in the formula (1), R representes that n representes 2～4 integer by the n valency organic group of 1～16 atom (wherein, not comprising Wasserstoffatoms) formation.]
In addition, the present invention provides a kind of coloured composition, and it is to contain (A) tinting material, (B) resin glue and (C) coloured composition of linking agent, and contains in line with toner as (A) tinting material; Possesses the colour filter that contains in line with the pigmented layer of toner; And the display element that possesses this colour filter.Wherein, " pigmented layer " is meant each color pixel that is used for colour filter, black matrix, black separator etc.
In line with the toner excellent heat resistance.Contain coloured composition if use, even, also can form the pigmented layer of the colorimetric properties that keep excellent then through the pyritous heating process in line with toner.
Therefore, the color separation use colour filter, organic EL display element use colour filter, the Electronic Paper that extremely are suitable for making with color liquid crystal display device use colour filter, solid-state imager in line with toner are used the various colour filters of colour filter as representative.Painted, the jetted ink that in addition, also can be suitable for the plastic shaping thing in line with toner with tinting material, color toner with tinting material, electrophoretic display device with tinting material etc.
Embodiment
Below, specify the present invention.
In line with toner
In line with toner is to be chromophoric alkali stain with positively charged ion, and the negatively charged ion with above-mentioned formula (1) expression is as anionicsite.That is, can infer in line with toner and pass through to import multifunctional sulfonate groups that assemble positively charged ion, its result has improved the thermotolerance of tinting material as anionicsite.As in line with toner, for example can enumerate triarylmethane is that tinting material, methyne are that tinting material, azo are that tinting material, diarylmethanes are that tinting material, quinonimine are that tinting material, anthraquinone are that tinting material, phthalocyanine are that tinting material, xanthene are tinting material.
The definition of the symbol at first, the explanation formula (1).
R representes preferably not comprise that the atomicity of Wasserstoffatoms is 2～12 by the n valency organic group of 1～16 atom (wherein, not comprising Wasserstoffatoms) formation.Surpass 16 if constitute the atomicity that does not comprise Wasserstoffatoms of R, then the tinting strength in line with toner possibly descend.
As R, then there is not special qualification as long as satisfy above-mentioned condition, for example can enumerate:
1) replace or do not have a substituted non-aromatic hydrocarbon base (below, be also referred to as " characteristic base (r1) "),
2) replace or do not have substituted a plurality of non-aromatic hydrocarbon base and contained heteroatomic divalent and link the group that group links (below, be also referred to as " characteristic base (r2) "),
3) replace or do not have a substituted aryl radical (below, be also referred to as " characteristic base (r3) "),
4) replace or do not have substituted 2 aryl radicals and contained heteroatomic divalent and link the group that group or divalent non-aromatic hydrocarbon base link (below, be also referred to as " characteristic base (r4) "),
5) replace or do not have substituted heterocyclic radical (below, be also referred to as " characteristic base (r5) ") etc.
As the non-aromatic hydrocarbon base in the above-mentioned characteristic base (r1); So long as there is not the then not special restriction of aryl radical; For example, can enumerate the group of from aliphatic hydrocarbon, removing 2～4 Wasserstoffatomss, the group of from cycloaliphates, removing 2～4 Wasserstoffatomss, from the hydrocarbon that aliphatic hydrocarbon and cycloaliphates link, remove the group of 2～4 Wasserstoffatomss.As the concrete example of aliphatic hydrocarbon, can enumerate alkane, alkene, alkynes etc., as alicyclic concrete example, can enumerate naphthenic hydrocarbon, cycloolefin, fused polycycle hydrocarbon, bridged ring hydrocarbon, spiro hydrocarbon, ring-type terpene hydrocarbon etc.As the substituting group in the characteristic base (r1), for example can enumerate halogeno-group, hydroxyl, alkoxyl group, carbonyl, amino etc., near-SO
3 -Carbon on halogeno-group especially fluorine replace, from improving in line with the thermotolerance aspect of toner to consider it is preferred.As R is the anionic typical example of characteristic base (r1), for example can enumerate the negatively charged ion that following formula is represented.
In addition; As the non-aromatic hydrocarbon base in the above-mentioned characteristic base (r2); So long as there is not the then not special restriction of aryl radical, for example can enumerates the group of from aliphatic hydrocarbon, removing 1～5 Wasserstoffatoms, the group of from cycloaliphates, removing 1～5 Wasserstoffatoms, from the hydrocarbon that aliphatic hydrocarbon and cycloaliphates link, remove the group of 1～5 Wasserstoffatoms etc.As aliphatic hydrocarbon and alicyclic concrete example, can enumerate with characteristic base (r1) in aliphatic hydrocarbon and the same compound of cycloaliphates.As the substituting group in the characteristic base (r2), can enumerate with characteristic base (r1) in the same group of substituting group.The heteroatomic divalent that contains as in the characteristic base (r2) links group, for example can enumerate-O-,-CO-,-COO-,-CONH-,-NHCONH-,-NR
1R
2-(R
1And R
2Represent Wasserstoffatoms or replacement or unsubstituted alkyl independently of each other) ,-S-,-SO-,-SO
2-,-heterocyclic radical of S-S-, divalent etc.Should explain that containing heteroatomic divalent binding group also can have a plurality of in characteristic base (r2).As R is the anionic typical example of characteristic base (r2), for example can enumerate the negatively charged ion that following formula is represented.
In addition, as the aryl radical in the above-mentioned characteristic base (r3), not special the qualification for example can be enumerated the group of from benzene, biphenyl, naphthalene, phenanthrene, anthracene, pyrene etc., removing 2～4 Wasserstoffatomss.As the substituting group in the characteristic base (r3), for example can enumerate halogeno-group, hydroxyl, alkoxyl group, amino, alkyl etc.As R is the anionic typical example of characteristic base (r3), for example can enumerate the negatively charged ion that following formula is represented.
In addition, as the aryl radical in the above-mentioned characteristic base (r4), for example can enumerate group of from benzene, removing 1～5 Wasserstoffatoms etc.As the substituting group in the characteristic base (r4), can enumerate with above-mentioned characteristic base (r3) in the same group of substituting group.As containing in the characteristic base (r4) heteroatomic divalent link group, can enumerate with above-mentioned characteristic base (r2) in the heteroatomic divalent that contains link the same group of group.As the divalent non-aromatic hydrocarbon base in the characteristic base (r4), for example can enumerate divalent aliphatic groups such as methylene radical, alkylidene group, vinylidene.As R is the anionic typical example of characteristic base (r4), for example can enumerate the negatively charged ion that following formula is represented.
In addition; As the heterocyclic radical in the above-mentioned characteristic base (r5); Not special the qualification for example can be enumerated from only having nitrogen-atoms as the group of removing 2～4 Wasserstoffatomss the heteroatomic heterocycle based compound that constitutes ring, from only having Sauerstoffatom as the group of removing 2～4 Wasserstoffatomss the heteroatomic heterocycle based compound that constitutes ring, from only having sulphur atom as the group of removing 2～4 Wasserstoffatomss the heteroatomic heterocycle based compound that constitutes ring, from having nitrogen-atoms and Sauerstoffatom as the group of removing 2～4 Wasserstoffatomss the heteroatomic heterocycle based compound that constitutes ring, from having nitrogen-atoms and sulphur atom as the group of removing 2～4 Wasserstoffatomss the heteroatomic heterocycle based compound that constitutes ring etc.As only having the concrete example of nitrogen-atoms, can enumerate pyrroles, pyridine, indoles, isoindole, quinoline, isoquinoline 99.9, carbazole, phenanthridines, acridine etc. as the heteroatomic heterocycle based compound that constitutes ring.As only having the concrete example of Sauerstoffatom, can enumerate furans, pyrans, isobenzofuran, heterochromatic alkene, xanthene etc. as the heteroatomic heterocycle based compound that constitutes ring.As only having the concrete example of sulphur atom, can enumerate thiophene, thianthrene etc. as the heteroatomic heterocycle based compound that constitutes ring.As having nitrogen-atoms and Sauerstoffatom concrete example, can enumerate fen
piperazine etc. as the heteroatomic heterocycle based compound that constitutes ring.As having nitrogen-atoms and sulphur atom concrete example, can enumerate fen thiophene
thiodiphenylamine etc. as the heteroatomic heterocycle based compound that constitutes ring.As the substituting group in the characteristic base (r5), can enumerate with above-mentioned characteristic base (r3) in the same group of substituting group.As R is the anionic typical example of characteristic base (r5), for example can enumerate the negatively charged ion that following formula is represented.
On the other hand; As the positively charged ion that has in line with toner; So long as the cationic chromophoric group, promptly form the positively charged ion of alkali stain with the negatively charged ion of following formula (1) expression; Then not special the qualification, for example can enumerate triarylmethane is that chromophoric group, methyne are that chromophoric group, azo are that chromophoric group, diarylmethanes are that chromophoric group, quinonimine are that chromophoric group, anthraquinone are that chromophoric group, phthalocyanine are that chromophoric group, xanthene are chromophoric group etc.
As triarylmethane is chromophoric group, the material of preferred following formula (2) expression.Should explain, in the positively charged ion of following formula (2) expression, have various resonance structures.In this manual, when having resonance structure in the positively charged ion of various expression, be regarded as the equal material of representing with this formula of positively charged ion.
[in the formula (2), Ar representes aromatic ring; R
3And R
4Represent independently of each other Wasserstoffatoms, carbonatoms 1～8 alkyl, carbonatoms 3～8 naphthenic base, phenyl or have the group of ethylene linkage property unsaturated link(age); R
5And R
6Represent independently of each other Wasserstoffatoms, carbonatoms 1～8 alkyl, carbonatoms 3～8 naphthenic base, phenyl or have the group of ethylene linkage property unsaturated link(age); R
7The alkyl of expression Wasserstoffatoms, carbonatoms 1～8 ,-COOR ' alkyl of expression Wasserstoffatoms or carbonatoms 1～8 (R ') or chlorine atom; R
8And R
11The alkyl of representing Wasserstoffatoms or carbonatoms 1～8 independently of each other, perhaps R
8And R
11The expression Sauerstoffatom becomes one; R
9And R
10Alkyl or the chlorine atom of representing Wasserstoffatoms, carbonatoms 1～8 independently of each other; Y representes the group of Wasserstoffatoms or following formula (3) expression.]
[in the formula (3), R
12And R
13Represent independently of each other Wasserstoffatoms, carbonatoms 1～8 alkyl, carbonatoms 3～8 naphthenic base, phenyl or have the group of ethylene linkage property unsaturated link(age).]
As the aromatic ring among the Ar, the aromatic ring of preferred carbonatoms 6～20 (more preferably carbonatoms 6～10) particularly, can be enumerated phenyl ring, naphthalene nucleus, cyclohexyl biphenyl, anthracene nucleus.
As the R in the following formula (2)
3～R
11(comprise R
7In-R ' of COOR ') and following formula (3) in R
12And R
13The alkyl of carbonatoms 1～8, for example can enumerate methyl, ethyl, propyl group, sec.-propyl, butyl, sec.-butyl, the tertiary butyl, isobutyl-, amyl group, tert-pentyl, hexyl, heptyl, octyl group, iso-octyl, uncle's octyl group, 2-ethylhexyl etc.
As the R in the following formula (2)
3～R
6And the R in the following formula (3)
12And R
13The naphthenic base of carbonatoms 3～8, for example can enumerate cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, suberyl etc.
As R
3～R
6, R
12And R
13In the group with ethylene linkage property unsaturated link(age), not special the qualification for example can not enumerated CH
2=CH-COO-R
14-, CH
2=C (CH
3)-COO-R
14-, CH
2=CH-Ph-R
14-, CH
2=C (CH
3)-Ph-R
14-and CH
2=CH-CO-(R
14Alkane two bases of expression carbonatoms 1～4, Ph representes phenylene) etc.
As R
14In alkane two bases of carbonatoms 1～4, for example can enumerate methylene radical, ethylidene, ethane-1,1-two bases, propane-1,1-two bases, propane-1; 2-two bases, propane-1,3-two bases, propane-2,2-two bases, butane-1; 2-two bases, butane-1,3-two bases, butane-1,4-two bases etc.
Among the present invention, in the positively charged ion of following formula (2) expression, from improving the viewpoint of brightness and purity of color, the positively charged ion of preferred especially following formula (4) expression.
[in the formula (4), R
3, R
4, R
5, R
6, R
13And R
13With the R in following formula (2) and (3)
3, R
4, R
5, R
6, R
12And R
13Synonym.]
In following formula (4), as R
3, R
4, R
12And R
13, the alkyl or phenyl of preferred carbonatoms 1～8 (more preferably carbonatoms 1～6) is in addition as R
5, alkyl, cyclohexyl or the phenyl of preferred carbonatoms 1～8 (more preferably carbonatoms 1～6) are in addition as R
6, alkyl, cyclohexyl, phenyl or the Wasserstoffatoms of preferred carbonatoms 1～8 (more preferably carbonatoms 1～6).
As the cationic typical example of following formula (2) expression, for example can enumerate the positively charged ion that following formula is represented.
In addition, be chromophoric group as methyne, the material of preferred following formula (5-1)～(5-3) expression.
[in the formula (5-1)～(5-3), R
15Expression Wasserstoffatoms or halogen atom; R
16, R
17, R
18And R
19The alkyl of representing carbonatoms 1～6 independently of each other; R
20The alkyl of expression replacement or unsubstituted carbonatoms 1～6; G representes-CH=CH-,-CH=CH-NR
21-,-CH=N-NR
21-or-N=N-NR
21-(R
21The alkyl of expression Wasserstoffatoms or carbonatoms 1～6); R
aExpression replaces or unsubstituted aromatics base or replacement or unsubstituted heterocyclic.]
As R
a, the group of preferred following formula (5a)～(5g) expression.
[in the formula (5a)～(5g), R
22And R
29The alkyl of representing carbonatoms 1～6 independently of each other; R
23The alkyl of expression replacement or unsubstituted carbonatoms 1～6; R
24, R
26, R
27And R
28Represent the alkyl of Wasserstoffatoms, carbonatoms 1～6 or the alkoxyl group of carbonatoms 1～6 independently of each other; R
25And R
30Alkyl, nitro, hydroxyl or the cyanic acid of representing alkoxyl group, replacement or the unsubstituted carbonatoms 1～6 of Wasserstoffatoms, halogen atom, carbonatoms 1～6 independently of each other.]
As the substituting group of abovementioned alkyl, can enumerate halogen atom, cyanic acid, hydroxyl etc.
As the cationic typical example of following formula (5-1)～(5-3) expression, for example can enumerate the positively charged ion that following formula is represented.
As azo is chromophoric group, the material of preferred following formula (6-1)～(6-6) expression.
[in the formula (6-1)～(6-6), R
31, R
32, R
33, R
34, R
35And R
37The alkyl of expression replacement independently of each other or unsubstituted carbonatoms 1～6; R
36And R
40Represent the alkyl of Wasserstoffatoms, halogen atom, carbonatoms 1～6, alkoxyl group, nitro, hydroxyl or the cyanic acid of carbonatoms 1～6 independently of each other; R
38The alkyl of expression carbonatoms 1～6; R
39Expression forms the group of quaternary ammonium; R
bExpression replaces or unsubstituted aromatics base or replacement or unsubstituted heterocyclic.]
As above-mentioned R
39, preferred-NR
41C
mH
2mN
+R
42R
43R
44(m is 1～5 integer; R
41The alkyl of expression Wasserstoffatoms or carbonatoms 1～6; R
42, R
43And R
44The alkyl of representing carbonatoms 1～6 independently of each other) ,-COC
mH
2mN
+R
42R
43R
44(m, R
42, R
43And R
44With above-mentioned synonym) ,-C
mH
2mN
+(NH
2) R
45R
46(m and above-mentioned synonym; R
45And R
46The alkyl of representing carbonatoms 1～6 independently of each other) or following formula (6-i) or (6-ii) expression group.
[formula (6-i) and (6-ii) in, R
41With m and above-mentioned synonym.]
As above-mentioned R
b, group, replacement or the unsubstituted phenyl of preferred following formula (6a)～(6e) expression.
[in the formula (6a)～(6d), R
47Alkyl, phenyl or the benzyl of expression Wasserstoffatoms, carbonatoms 1～6; R
48Alkyl, phenyl or the benzyl of expression Wasserstoffatoms, replacement or unsubstituted carbonatoms 1～6; R
50The alkyl or phenyl of expression Wasserstoffatoms, carbonatoms 1～6; R
51And R
52The alkyl of representing Wasserstoffatoms or carbonatoms 1～6 independently of each other; R
49, R
53, R
54And R
55Represent the alkyl of Wasserstoffatoms, halogen atom, carbonatoms 1～6, alkoxyl group, nitro, hydroxyl or the cyanic acid of carbonatoms 1～6 independently of each other.]
As the substituting group of abovementioned alkyl, can enumerate halogen atom, hydroxyl, cyanic acid ,-CONH
2Deng.As the substituting group of above-mentioned phenyl, can enumerate alkoxyl group, hydroxyl, cyanic acid, nitro of alkyl, the carbonatoms 1～6 of halogen atom, carbonatoms 1～6 etc.
As the cationic typical example of following formula (6-1)～(6-6) expression, for example can enumerate the positively charged ion that following formula is represented.
As diarylmethanes is chromophoric group, preferred following formula (7-1) or the material of (7-2) representing.
[formula (7-1) and (7-2) in, R
56, R
57, R
58, R
59, R
61, R
62, R
63And R
64The alkyl of representing carbonatoms 1～6 independently of each other; R
60, R
65And R
66The alkyl of representing Wasserstoffatoms or carbonatoms 1～6 independently of each other.]
As the cationic typical example of following formula (7-1)～(7-2) expression, for example can enumerate the positively charged ion that following formula is represented.
As quinonimine is chromophoric group, the material of preferred following formula (8-1)～(8-3) expression.
[in the formula (8-1)～(8-3), R
67, R
68, R
69, R
70, R
71, R
72, R
74, R
75, R
76, R
77, R
80, R
81, R
82, R
83And R
84Represent the alkyl of Wasserstoffatoms, replacement or unsubstituted carbonatoms 1～6, alkoxyl group, phenyl or the benzyl of carbonatoms 1～6 independently of each other; R
73And R
79Represent the alkyl of carbonatoms 1～6 or the aryl of carbonatoms 6～20 independently of each other; R
78Expression-NR
85R
86(R
85And R
86The alkyl of expression replacement independently of each other or unsubstituted carbonatoms 1～6), hydroxyl, nitro or cyanic acid; Q representes Sauerstoffatom or sulphur atom.]
As the substituting group of abovementioned alkyl, can enumerate halogen atom, hydroxyl, cyanic acid etc.
As the cationic typical example of following formula (8-1)～(8-3) expression, for example can enumerate the positively charged ion that following formula is represented.
As anthraquinone is chromophoric group, preferred following formula (9-1) or the material of (9-2) representing.
[formula (9-1) and (9-2) in, R
87, R
92And R
93Represent independently of each other Wasserstoffatoms, replacement or unsubstituted carbonatoms 1～6 alkyl, or replace or unsubstituted phenyl; R
88And R
94Expression independently of each other replaces or unsubstituted alkane two bases; R
89, R
90, R
91, R
95, R
96And R
97The alkyl of representing carbonatoms 1～6 independently of each other.]
As the substituting group of abovementioned alkyl and phenyl, can enumerate alkyl, halogen atom, hydroxyl, cyanic acid of carbonatoms 1～6 etc.In addition,, can enumerate and the identical group of aforesaid alkane two bases,, can enumerate hydroxyl, cyanic acid or nitro etc. in addition as substituting group as above-mentioned alkane two bases.
As following formula (9-1) or (9-2) expression cationic typical example, for example can enumerate the positively charged ion that following formula is represented.
As phthalocyanine is chromophoric group, the material of preferred following formula (10) expression.
CuPC-T (10)
[in the formula (10), CuPC representes the CuPc residue; T representes following formula (10a) or the group of (10b) representing.]
[formula (10a) and (10b) in, R
98, R
99, R
100, R
101, R
102, R
103, R
104And R
105The alkyl or phenyl of representing Wasserstoffatoms, carbonatoms 1～6 independently of each other; P representes 2～8 integer independently of each other; M and above-mentioned synonym.]
As the cationic typical example of following formula (10) expression, for example can enumerate the positively charged ion that following formula is represented.
As xanthene is chromophoric group, the material of preferred following formula (11) expression.
[in the formula (11), R
106, R
107, R
108And R
109Represent independently of each other Wasserstoffatoms ,-R
113Or the aryl radical of carbonatoms 6～10.Wherein, the contained Wasserstoffatoms of this aryl radical can by halogen atom ,-R
113,-OH ,-OR
113,-SO
3H ,-SO
3M ,-CO
2H ,-CO
2R
113,-SO
3R
113,-SO
2NHR
114Or-SO
2NR
114R
115Replace.
R
110And R
111The alkyl of representing Wasserstoffatoms or carbonatoms 1～8 independently of each other.
R
112Expression-SO
3H ,-SO
3M ,-CO
2H ,-CO
2R
113,-SO
3R
113,-SO
2NHR
114Or-SO
2NR
114R
115
R representes 0～5 integer, when r is the integer more than 2, and a plurality of R
112Can be the same or different.
R
113The saturated hydrocarbyl of expression carbonatoms 1～10.Wherein, the contained Wasserstoffatoms of this saturated hydrocarbyl can be replaced by halogen atom, in addition the contained methylene radical of saturated hydrocarbyl can by Sauerstoffatom, carbonyl or-NR
113-replace.
R
114And R
115Represent independently of each other carbonatoms 1～10 chain-like alkyl, carbonatoms 3～30 naphthenic base or-Z, perhaps represent R
114And R
115The heterocyclic radical of the carbonatoms 1～10 that forms mutually combines.Wherein, the contained Wasserstoffatoms of this alkyl and naphthenic base can by hydroxyl, halogen atom ,-Z ,-CH=CH
2Or-CH=CHR
113Replace, in addition the contained methylene radical of this alkyl and naphthenic base can by Sauerstoffatom, carbonyl or-NR
113-replacing, the contained Wasserstoffatoms of this heterocyclic radical can be by-R
113,-OH or-Z replaces.
M representes sodium atom or potassium atom.
Z representes the aryl radical of carbonatoms 6～10 or the fragrant heterocyclic radical of carbonatoms 5～10.Wherein, the contained Wasserstoffatoms of this aryl radical and fragrant heterocyclic radical can be by-OH, R
113,-OR
113,-NO
2,-CH=CH
2,-CH=CHR
113Or halogen atom replaces.]
R
113In saturated hydrocarbyl, if carbonatoms is 1～10, then can be in straight chain shape, branched and the ring-type any, also can have crosslinking structure.Particularly, except with following formula (2) in R
3Beyond the same alkyl, also can enumerate nonyl, decyl, cyclopentyl, cyclohexyl, suberyl, ring octyl group, three ring decyls.By the substituted group of Sauerstoffatom, for example can enumerate methoxy-propyl, ethoxycarbonyl propyl, 2-ethyl hexyl oxy propyl group, methoxyl group hexyl etc. as the contained methylene radical of saturated hydrocarbyl.
As R
114And R
115The mutually combine heterocyclic radical of the carbonatoms 1～10 that forms, can enumerate with above-mentioned characteristic base (r5) in the same group of heterocyclic radical, in addition, as the fragrant heterocyclic radical of the carbonatoms among the Z 5～10, can enumerate furyl, thienyl, pyridyl, pyrryl,
Azoles base, different
Azoles base, thiazolyl, isothiazolyl, imidazolyl, pyrazolyl, pyrimidyl etc.
As R
106, R
107, R
108, R
109With the aryl radical among the Z, for example can enumerate phenyl, naphthyl etc.
As R
106, R
107, R
108, R
109And R
112In-SO
3R
113, can enumerate methylsulfonyl, ethylsulfonyl, own alkylsulfonyl, last of the ten Heavenly stems alkylsulfonyl etc.In addition, as-CO
2R
113, can enumerate methyl oxygen carbonyl, ethyl oxygen carbonyl, propyl group oxygen carbonyl, sec.-propyl oxygen carbonyl, butyl oxygen carbonyl, cyclohexyl oxygen carbonyl, methoxy-propyl oxygen carbonyl etc.In addition, as-SO
2NHR
114,-SO
2NR
114R
115In R
114, R
115, branched-chain alkyl, the ester ring type alkyl of carbonatoms 5～7, allyl group, the aralkyl of carbonatoms 8～10, the alkyl that contains hydroxyl of carbonatoms 2～8, the alkyl that contains alkoxyl group of carbonatoms 2～8, the aryl of preferred carbonatoms 6～8.
As the cationic concrete example of formula (11) expression, can enumerate the positively charged ion that following formula is represented.
As other cationic chromophoric group, for example can enumerate the positively charged ion that following formula is represented.
Can make through known method in line with toner, for example can enumerate the same method of embodiment with TOHKEMY 2003-206415 communique, Japan special table 2007-503477 communique.Dissolving in the ethyl lactate in line with toner that operation obtains like this is in the various organic solvents of representative, has excellent thermotolerance in addition.
Coloured composition
Below, the constituent of coloured composition of the present invention is described.
-(A) tinting material-
Coloured composition of the present invention contains in line with toner as (A) tinting material.Can use or mix use more than 2 kinds separately in line with toner.
Be dissolved in organic solvent in line with toner and then demonstrate indigo plant～redness, thereby use in line with toner, thereby go for for example being used for forming the coloured composition of blue pixel, red pixel, black colorant layer through suitably mixing separately or with other tinting material.
As in line with the tinting material beyond the toner, can suitably select color, material according to purposes.Particularly; As in line with the tinting material beyond the toner; Can use in pigment, dyestuff and the natural pigment any, but because require that for the pigmented layer that constitutes colour filter high purity of color, brightness, contrast gradient, opacifying property etc. are arranged, so preferably use pigment and/or dyestuff.
As above-mentioned pigment, can be in pigment dyestuff and the mineral dye any, as pigment dyestuff, for example can enumerate the compound of classifying by pigment in the color index (distribution of C.I.:The Society of Dyers and Colourists company).Particularly, can enumerate pigment dyestuff with following such color index (C.I.) name.
C.I. pigment Yellow 12; C.I. pigment yellow 13; C.I. pigment Yellow 14; C.I. pigment yellow 17; C.I. Pigment Yellow 73 20; C.I. Pigment Yellow 73 24; C.I. Pigment Yellow 73 31; C.I. Pigment Yellow 73 55; C.I. pigment yellow 83; C.I. Pigment Yellow 73 93; C.I. Pigment Yellow 73 109; C.I. Pigment Yellow 73 110; C.I. pigment yellow 13 8; C.I. pigment yellow 13 9; C.I. Pigment Yellow 73 150; C.I. Pigment Yellow 73 153; C.I. pigment yellow 154; C.I. Pigment Yellow 73 155; C.I. Pigment Yellow 73 166; C.I. Pigment Yellow 73 168; C.I. Pigment Yellow 73 180; C.I. Pigment Yellow 73 211;
C.I. pigment orange 5, C.I. pigment Orange 13, C.I. pigment orange 14, C.I. pigment orange 24, C.I. pigment orange 34, C.I. pigment orange 36, C.I. pigment orange 38, C.I. pigment orange 40, C.I. pigment orange 43, C.I. pigment orange 46, C.I. pigment orange 49, C.I. pigment orange 61, C.I. pigment orange 64, C.I. pigment orange 68, C.I. pigment orange 70, C.I. pigment orange 71, C.I. pigment orange 72, C.I. pigment orange 73, C.I. pigment orange 74;
C.I. Pigment red 1; C.I. Pigment red 2; C.I. Pigment red 5; C.I. Pigment red 17; C.I. pigment red 31; C.I. pigment red 32; C.I. pigment red 41; C.I. pigment red 122; C.I. pigment red 123; C.I. Pigment red 144; C.I. pigment red 149; C.I. Pigment red 166; C.I. Pigment red 168; C.I. Pigment red 170; C.I. Pigment red 171; C.I. Pigment red 175; C.I. Pigment red 176; C.I. Pigment red 177; C.I. Pigment red 178; C.I. Pigment red 179; C.I. Pigment red 180; C.I. Pigment red 185; C.I. Pigment red 187; C.I. Pigment red 202; C.I. Pigment red 206; C.I. Pigment Red 207; C.I. Pigment red 209; C.I. pigment red 21 4; C.I. Pigment red 220; C.I. Pigment red 221; C.I. Pigment red 224; C.I. Pigment red 242; C.I. Pigment red 243; C.I. Pigment red 254; C.I. Pigment red 255; C.I. Pigment red 262; C.I. Pigment red 264; C.I. Pigment red 272;
C.I. pigment violet 1, C.I. pigment violet 19, C.I. pigment Violet 23, C.I. pigment violet 29, C.I. pigment violet 32, C.I. pigment violet 36, C.I. pigment violet 38;
C.I. pigment blue 1, C.I. pigment Blue 15, C.I. pigment Blue 15: 3, C.I. pigment Blue 15: 4, C.I. pigment Blue 15: 6, C.I. pigment blue 60, C.I. Pigment blue 80;
C.I. pigment Green 7, C.I. pigment green 36, C.I. Pigment green 58;
C.I. pigment brown 23, C.I. pigment brown 25;
C.I. Pigment black 1, C.I. Pigment black 7.
In addition; As above-mentioned mineral dye, for example can enumerate titanium oxide, permanent white, lime carbonate, zinc oxide, lead sulfate, chrome yellow, zinc yellow, colcother (RED IRON OXIDE (III)), cadmium red, ultramarine, Prussian blue, chromoxide green, cobalt green, umber, black, the synthetic iron oxide black of titanium, carbon black etc.
In the present invention, also can pass through recrystallization method, reprecipitation method, solvent wash method, subliming method, vaccum heating method or their combination uses the refining back of pigment.In addition, pigment can use after with its improving particle surface with resin according to hope.As resin, for example can enumerate the vehicles resin (PVC ヒ Network Le resin) put down in writing in the TOHKEMY 2001-108817 communique or commercially available various pigment disperse to use resins with the pigment particles surface modification.As the resin-coated 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, the japanese kokai publication hei 9-124969 communique etc.In addition, pigment dyestuff preferably uses the primary particle miniaturization through so-called salt milling.As the method for salt milling, for example can adopt disclosed method in the japanese kokai publication hei 08-179111 communique.
In addition,, can be from various oil-soluble colourant, substantive dyestuff, matching stain, metal complex dye etc. suitably select, for example can enumerate dyestuff with following such color index (C.I.) name as above-mentioned dyestuff.
C.I. solvent yellow 4, C.I. solvent yellow 14, C.I. solvent yellow 15, C.I. solvent yellow 24, C.I. solvent yellow 82, C.I. solvent yellow 88, C.I. solvent yellow 94, C.I. solvent yellow 98, C.I. solvent yellow 16 2, C.I. solvent yellow 179;
C.I. solvent red 45, C.I. solvent red 49,
C.I. solvent orange 2, C.I. solvent orange 7, C.I. solvent orange 11, C.I. solvent orange 15, C.I. solvent orange 26, C.I. solvent orange 56;
C.I. solvent blue 35, C.I. solvent blue 37, C.I. solvent blue 59, C.I. solvent blue 67;
C.I. turmeric yellow 17, C.I. turmeric yellow 29, C.I. turmeric yellow 40, C.I. turmeric yellow 76;
C.I. Xylene Red 91, C.I. acid red 92, C.I. Xylene Red 97, C.I. azogeramine 14, C.I. azogeramine 38, C.I. acid red 151;
C.I. von Muller's indicator 51, C.I. von Muller's indicator 63;
C.I. acid blue 80, C.I. acid blue 83, C.I. acid blue 90;
C.I. acid green 9, C.I. acid green 16, C.I. ACID GREEN 25, C.I. acid green 27.
Among the present invention, other tinting material can use separately or mix more than 2 kinds and use.
From forming the excellent pixel of brightness height and purity of color or excellent this aspect of black matrix of opacifying property is said, common, in the solids component of coloured composition, (A) tinting material to contain proportional be 5～70 quality %, 5～60 quality % preferably.This said solids component be meant except that after state the composition the solvent.
When using pigment as other tinting material among the present invention, can use with dispersion agent, dispersing auxiliary as required.As above-mentioned dispersion agent, for example can use suitable dispersion agents such as cationic, anionic, non-ionic type, the preferred polymers dispersion agent.Specifically can enumerate: polyurethane series dispersion agent, polymine are that dispersion agent, Voranol EP 2001 are that dispersion agent, polyoxyethylene alkyl phenyl ether are that dispersion agent, polyethylene glycol di are that dispersion agent, sorbitan fatty(acid)ester are that dispersion agent, polyester are dispersion agent, acrylic acid series dispersion agent etc.
Such dispersion agent can obtain through the commercial channel; For example; As the acrylic acid series dispersion agent; Can enumerate Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324 (above is BYK CHEMIE corporate system); As the polyurethane series dispersion agent; Can enumerate Disperbyk-161, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above is BYK CHEMIE corporate system), Solsperse 76500 (LUBRIZOL Co., Ltd. system), be dispersion agent as polymine, can enumerate Solsperse 24000 (LUBRIZOL Co., Ltd. system); As polyester is dispersion agent, can enumerate Adisper PB821, Adisper PB822, Adisper PB880, AdisperPB881 (aginomoto fine chemistry Co., Ltd. system) etc.
In addition,, for example can enumerate pigment derivative, specifically can enumerate: the sulfonic acid of copper phthalocyanine, diketopyrrolopyrrolecocrystals, quinophthalone etc. as above-mentioned dispersing auxiliary.Should explain that the content of dispersion agent and dispersing auxiliary can suitably be confirmed in the scope that does not hinder the object of the invention.
-(B) resin glue-
As the resin glue in the coloured composition of the present invention, do not have special the qualification, but preferably have the resin of acidic functionalities such as carboxyl, phenolic hydroxyl group.Wherein, Preferably have carboxyl polymkeric substance (below; Be called " carbonyl bearing polymer "); For example can enumerate the multipolymer of the ethylene linkage property unsaturated monomer that ethylene linkage property unsaturated monomer with 1 above carboxyl (below, be called " unsaturated monomer (b1) ") and other can copolymerization (below, be called " unsaturated monomer (b2) ").
As above-mentioned unsaturated monomer (b1), for example can enumerate (methyl) vinylformic acid, toxilic acid, maleic anhydride, mono succinate [2-(methyl) acrylyl oxy-ethyl] ester, ω-carboxyl polycaprolactone list (methyl) propenoate, to vinyl benzoic acid etc.
These unsaturated monomers (b1) can use separately or mix more than 2 kinds and use.
In addition, as above-mentioned unsaturated monomer (b2), for example can enumerate
N-phenylmaleimide, the such N-position substituted maleimide amine of N-cyclohexyl maleimide;
Vinylbenzene, alpha-methyl styrene, para hydroxybenzene ethene, to hydroxyl-alpha-methyl styrene, to vinyl benzyl glycidyl ether, the such aromatic ethenyl compound of acenaphthylene;
(methyl) methyl acrylate; (methyl) n-butyl acrylate; (methyl) ethyl acrylate; (methyl) 2-Hydroxy ethyl acrylate; (methyl) allyl acrylate; (methyl) benzyl acrylate; Polyoxyethylene glycol (polymerization degree 2～10) methyl ether (methyl) propenoate; W 166 (polymerization degree 2～10) methyl ether (methyl) propenoate; Single (methyl) propenoate of polyoxyethylene glycol (polymerization degree 2～10); Single (methyl) propenoate of W 166 (polymerization degree 2～10); (methyl) cyclohexyl acrylate; (methyl) IBOA; Three ring [5.2.1.0
2,6] decane-8-base (methyl) propenoate, dihydro bicyclic pentadiene (methyl) propenoate (dicyclopentenyl (meth) acrylate), USP Kosher list (methyl) propenoate, (methyl) vinylformic acid-4-hydroxylphenyl ester, to oxyethane modification (methyl) propenoate, (methyl) glycidyl acrylate, 3 of cumyl phenol, 4-epoxycyclohexyl methyl (methyl) propenoate, 3-[(methyl) acryloyl-oxy ylmethyl] trimethylene oxide, 3-[(methyl) acryloyl-oxy ylmethyl]-such (methyl) propenoate of 3-ethyl trimethylene oxide;
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 the yloxymethyl)-such vinyl ether of 3-ethyl trimethylene oxide; PS, gather (methyl) methyl acrylate, gather (methyl) n-butyl acrylate, the macromonomer that has list (methyl) acryl at the polymer molecule chain end that ZGK 5 is such etc.
These unsaturated monomers (b2) can use separately or use mixing more than 2 kinds.
In the multipolymer of unsaturated monomer (b1) and unsaturated monomer (b2), the copolymerization ratio of the unsaturated monomer in this multipolymer (b1) is 5～70 quality %, further 10～60 quality % preferably preferably.Through in such scope, making unsaturated monomer (b1) copolymerization, can obtain the coloured composition of alkali-developable and excellent storage stability.
As the concrete example of 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 2002-296778 communique, the TOHKEMY 2004-101728 communique etc.
In addition; Among the present invention; For example; As 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. are disclosed, also can use on the side chain carbonyl bearing polymer as resin glue with polymerizability unsaturated link(age)s such as (methyl) acryls.
(eluting solvent: the weight-average molecular weight of THF) measuring by polystyrene conversion (Mw) is generally 1000～100000, is preferably 3000～50000 resin glue among the present invention through GPC.If Mw is too small, then have the declines such as residual film ratio of gained tunicle, or pattern form, thermotolerance etc. are impaired; Or the possibility of electric properties deteriorate; On the other hand, if excessive, then exist resolving power to descend; Or pattern form is impaired, or when utilizing the coating of gap nozzle mode, become be easy to generate dry foreign matter maybe.
In addition, the weight-average molecular weight of the resin glue among the present invention is with (eluting solvent: the ratio (Mw/Mn) of the number-average molecular weight of THF) measuring by polystyrene conversion (Mn) is preferably 1.0～5.0, more preferably 1.0～3.0 through GPC.
Resin glue among the present invention can be made through known method, can also control its structure, Mw, Mw/Mn through middle disclosed method such as for example TOHKEMY 2003-222717 communique, TOHKEMY 2006-259680 communique, No. 07/029871 pph of International Publication etc.
Among the present invention, resin glue can use separately or two or more mixing are used.
Among the present invention, the content of resin glue is generally 10～1000 mass parts, is preferably 20～500 mass parts with respect to (A) tinting material 100 mass parts.If the content of resin glue is very few, then there is for example alkali-developable decline, or the possibility of the storage stability of gained coloured composition decline; On the other hand; If too much, then colorant concentration descends relatively, therefore possibly be difficult to reach aim colour concentration as film.
-(C) linking agent-
Among the present invention, (C) linking agent is meant the compound with ability polymeric group more than 2.As ability polymeric group, for example can enumerate ethylene linkage property unsaturated group, Oxyranyle, oxetanyl, N-alkoxy methyl amino etc.Among the present invention; As (C) linking agent; Preferably have the compound of (methyl) acryl more than 2 or have 2 compounds that above N-alkoxy methyl is amino, special preferably combination is used compound with (methyl) acryl more than 2 and the compounds with 2 above N-alkoxy methyl amino.
As above-mentioned concrete example with compound of (methyl) acryl more than 2, can enumerate multifunctional (methyl) propenoate, the oxirane modification of multifunctional (methyl) propenoate of making the reaction of aliphatic polyhydroxy compound and (methyl) vinylformic acid and obtaining, caprolactone modification multifunctional (methyl) propenoate, (methyl) propenoate with hydroxyl reacted with the polyfunctional isocyanate and polyfunctional carbamate (methyl) propenoate that obtains, make (methyl) propenoate with hydroxyl and anhydride reaction and multifunctional (methyl) propenoate of obtaining etc. with carboxyl.
Wherein, As above-mentioned aliphatic polyhydroxy compound; For example can enumerate terepthaloyl moietie, Ucar 35, polyoxyethylene glycol, 2 yuan of such aliphatic polyhydroxy compounds of W 166, glycerine, TriMethylolPropane(TMP), tetramethylolmethane, the such aliphatic polyhydroxy compound more than 3 yuan of Dipentaerythritol.As above-mentioned (methyl) propenoate, for example can enumerate (methyl) 2-Hydroxy ethyl acrylate, TriMethylolPropane(TMP) two (methyl) propenoate, tetramethylolmethane three (methyl) propenoate, Dipentaerythritol five (methyl) propenoate, USP Kosher dimethacrylate etc. with hydroxyl.As above-mentioned polyfunctional isocyanate, for example can enumerate tolylene diisocyanate, hexamethylene diisocyanate, MDI, isophorone diisocyanate etc.As acid anhydrides; For example can enumerate the acid anhydrides of the such diprotic acid of succinyl oxide, maleic anhydride, Pyroglutaric acid, itaconic anhydride, Tetra hydro Phthalic anhydride, hexahydrophthalic anhydride, pyromellitic acid dianhydride, bibenzene tetracarboxylic dianhydride, the such tetraprotic acid dianhydride of UVNUL MS-40 tetracarboxylic acid dianhydride.
In addition, as multifunctional (methyl) propenoate of above-mentioned caprolactone modification, for example, can enumerate [0015]～[0018] section compound of being put down in writing of japanese kokai publication hei 11-44955 communique.As multifunctional (methyl) propenoate of above-mentioned oxirane modification, can enumerate oxyethane and/or epoxy pronane modification six (methyl) propenoate etc. of oxyethane and/or epoxy pronane modification five (methyl) propenoate, the Dipentaerythritol of oxyethane and/or epoxy pronane modification four (methyl) propenoate, the Dipentaerythritol of oxyethane and/or epoxy pronane modification three (methyl) propenoate, the tetramethylolmethane of oxyethane and/or epoxy pronane modification three (methyl) propenoate, the tetramethylolmethane of oxyethane and/or epoxy pronane modification three (methyl) propenoate, the TriMethylolPropane(TMP) of oxyethane and/or epoxy pronane modification two (methyl) propenoate, the isocyanuric acid of dihydroxyphenyl propane.
In addition, have amino compounds of 2 above N-alkoxy methyls, for example can enumerate compound with trimeric cyanamide structure, benzoguanamine structure, urea structure etc. as above-mentioned.Should explain that so-called trimeric cyanamide structure, benzoguanamine structure are meant that the triazine ring or the phenyl that have more than 1 replace the chemical structure of triazine ring as basic framework, are the notions that also comprises trimeric cyanamide, benzoguanamine or their condenses.As the concrete example of compound, can enumerate N, N, N ', N '; N with 2 above N-alkoxy methyl amino ", N " and-six (alkoxy methyl) trimeric cyanamide, N, N, N '; N '-four (alkoxy methyl) benzoguanamine, N, N, N ', N '-four (alkoxy methyl) glycoluril etc.
In these multi-functional monomers, preferably make aliphatic polyhydroxy compound and (methyl) vinylformic acid reaction more than 3 yuan and multifunctional (methyl) propenoate, polyfunctional carbamate (methyl) propenoate of multifunctional (methyl) propenoate of obtaining, caprolactone modification, have multifunctional (methyl) propenoate, the N of carboxyl, N; N ', N ', N "; N "-six (alkoxy methyl) trimeric cyanamide, N; N, N ', N '-four (alkoxy methyl) benzoguanamine.High strength from the colored layer, the colored layer excellent in surface smoothness, and the unexposed portion on the substrate and the light-shielding layer is difficult to produce floating pollution (ground dirt), film residue and other considerations, when the fat-or more family polyhydroxy compound and (meth) acrylate obtained by reacting a polyfunctional (meth) acrylates, particularly preferably trimethylolpropane triacrylate, pentaerythritol triacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate esters having a carboxyl group polyfunctional (meth) acrylates, particularly preferably pentaerythritol triacrylate and succinic anhydride obtained by reacting a compound that dipentaerythritol pentaacrylate and succinic anhydride obtained by reacting compound.
Among the present invention, (C) linking agent can use separately or mix more than 2 kinds and use.
The content of (C) linking agent among the present invention is with respect to (A) tinting material 100 mass parts 10～1000 mass parts preferably, preferred especially 20～500 mass parts.At this moment, if multi-functional monomeric content is very few, then possibly can not get sufficient solidified nature.On the other hand, if multi-functional monomeric content is too much, then when giving alkali-developable, have that alkali-developable descends to coloured composition of the present invention, on unexposed the substrate or be easy to generate floating dirty, film is residual etc. trend on the light shield layer.
-(D) Photoepolymerizationinitiater initiater-
Can make coloured composition of the present invention contain (D) Photoepolymerizationinitiater initiater.Thus, can give radiation-sensitive to coloured composition.Being used for (D) of the present invention Photoepolymerizationinitiater initiater is the compound that produces the polymeric spike that can cause above-mentioned (C) linking agent through the exposure of visible light, ultraviolet ray, far ultraviolet rays yue, electron beam, X ray isoradial.
As such Photoepolymerizationinitiater initiater, for example can enumerate: thioxanthone based compound, methyl phenyl ketone based compound, bisglyoxaline based compound, triazine based compound, O-acyl group oxime compound,
salt based compound, bitter almond oil camphor based compound, UVNUL MS-40 based compound, α-diketone based compound, encircle quinone based compound, diazonium based compound, imide sulphonate based compound,
salt based compound etc. more.
Among the present invention, Photoepolymerizationinitiater initiater can use separately or two or more mixing are used.As Photoepolymerizationinitiater initiater, be preferably and be selected from least a in thioxanthone based compound, methyl phenyl ketone based compound, bisglyoxaline based compound, triazine based compound, the O-acyl group oxime compound.
In the preferred Photoepolymerizationinitiater initiater among the present invention; Concrete example as the thioxanthone based compound; Can enumerate: thioxanthone, 2-clopenthixal ketone, 2-methyl thioxanthone, 2-isopropyl thioxanthone, 4-isopropyl thioxanthone, 2,4-two clopenthixal ketones, 2,4-dimethyl-thioxanthone, 2; 4-diethyl thioxanthone, 2,4-di-isopropyl thioxanthone etc.
In addition; As the concrete example of above-mentioned methyl phenyl ketone based compound, can enumerate: 2-methyl isophthalic acid-[4-(methylthio group) phenyl]-2-morpholinyl propane-1-ketone, 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone, 2-(4-methyl-benzyl)-2-(dimethylamino)-1-(4-morpholinyl phenyl) butane-1-ketone etc.
In addition, as the concrete example of above-mentioned bisglyoxaline based compound, can enumerate: 2,2 '-two (2-chloro-phenyl-)-4,4 ', 5; 5 '-tetraphenyl-1,2 '-bisglyoxaline, 2,2 '-two (2,4 dichloro benzene base)-4,4 '; 5,5 '-tetraphenyl-1,2 '-bisglyoxaline, 2,2 '-two (2,4; The 6-trichlorophenyl)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline etc.
Should explain, when using the bisglyoxaline based compound, consider preferred and use hydrogen donor from the viewpoint that can improve light sensitivity as Photoepolymerizationinitiater initiater.Be meant the compound that to supply with Wasserstoffatoms to the radical that produces by the bisglyoxaline based compound through exposure at this said " hydrogen donor ".As hydrogen donor; For example can enumerate: mercaptan such as 2-mercaptobenzothiazole, 2-sulfydryl benzo
azoles are hydrogen donor; 4; Amine such as 4 '-two (dimethylamino) UVNUL MS-40,4,4 '-two (diethylin) UVNUL MS-40 are hydrogen donor.Among the present invention, hydrogen donor can use separately or two or more mixing are used, and considers from the viewpoint that can further improve light sensitivity, and preferably the mercaptan with more than one is that hydrogen donor and more than one amine are that the hydrogen donor combination is used.
In addition, as the concrete example of above-mentioned triazine based compound, can enumerate: 2; 4,6-three (trichloromethyl) s-triazine, 2-methyl-4,6-two (trichloromethyl) s-triazine, 2-[2-(5-methyl furan-2-yl) vinyl]-4; 6-two (trichloromethyl) s-triazine, 2-[2-(furans-2-yl) vinyl]-4; 6-two (trichloromethyl) s-triazine, 2-[2-(4-diethylin-2-aminomethyl phenyl) vinyl]-4,6-two (trichloromethyl) s-triazine, 2-[2-(3, the 4-Dimethoxyphenyl) vinyl]-4; 6-two (trichloromethyl) s-triazine, 2-(4-p-methoxy-phenyl)-4; 6-two (trichloromethyl) s-triazine, 2-(4-phenetole vinyl)-4,6-two (trichloromethyl) s-triazine, 2-(4-n-butoxy phenyl)-4,6-two (trichloromethyl) s-triazine etc. has the triazine based compound of halogenated methyl.
In addition; Concrete example as O-acyl group oxime compound; Can enumerate: 1; 2-octadione-1-[4-(thiophenyl) phenyl]-2-(O-benzoyl oxime), ethyl ketone-1-[9-ethyl-6-(2-methyl benzoyl)-9H-carbazole-3-yl]-1-(O-acetyl oxime), ethyl ketone-1-[9-ethyl-6-(2-methyl-4-tetrahydrofuran base anisoyl)-9H-carbazole-3-yl]-1-(O-acetyl oxime), ethyl ketone-1-[9-ethyl-6-{2-methyl-4-(2; 2-dimethyl--1, the 3-dioxolanyl) anisoyl }-9H-carbazole-3-yl]-1-(O-acetyl oxime) etc.
Among the present invention, when using Photoepolymerizationinitiater initiater beyond the bisglyoxaline based compound such as methyl phenyl ketone based compound, also can and use sensitizing agent.As such sensitizing agent; For example can enumerate: 4; 4 '-two (dimethylamino) UVNUL MS-40,4; 4 '-two (diethylin) UVNUL MS-40,4-diethylin methyl phenyl ketone, 4-dimethylamino Propiophenone, 4-dimethyl ethyl aminobenzoate, 4-dimethylaminobenzoic acid-2-ethylhexyl, 2, two (the 4-diethylin tolylene) pimelinketone of 5-, 7-diethylin-3-(4-diethylin benzoyl-) tonka bean camphor, 4-(diethylin) phenyl styryl ketone etc.
Among the present invention, the content of Photoepolymerizationinitiater initiater is preferably 0.01～120 mass parts with respect to (C) linking agent 100 mass parts, is preferably 1～100 mass parts especially.At this moment, if the content of Photoepolymerizationinitiater initiater is very few, the curing that then utilizes exposure to carry out maybe be insufficient, on the other hand, if too much, the trend that then exists formed pigmented layer when developing, to come off from substrate easily.
-(E) solvent-
Coloured composition of the present invention contains above-mentioned (A)～(C) composition and other composition that adds arbitrarily, cooperates solvent to be prepared into liquid composition usually.
As above-mentioned solvent, so long as (A)～(C) composition that will constitute coloured composition disperses or dissolves with other composition and not with these compositions reactions, volatile solvent with appropriateness, then can suitably select to use.
As such solvent, for example can enumerate: (gathering) alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl 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, Diethylene Glycol mono-n-butyl ether, triethylene glycol monomethyl ether, Triethylene glycol ethyl ether, propylene glycol monomethyl ether, dihydroxypropane single-ether, Ucar 35 list positive propyl ether, Ucar 35 mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol list ether, dipropylene glycol list positive propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol list ether;
Lactic acid alkyl ester such as methyl lactate, ethyl lactate class;
(ring) alkyl alcohols such as methyl alcohol, ethanol, propyl alcohol, butanols, Virahol, isopropylcarbinol, the trimethyl carbinol, octanol, 2-Ethylhexyl Alcohol, hexalin;
Ketols such as diacetone alcohol;
Ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetic ester, diethylene glycol monoethyl ether acetic ester, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetic ester, acetate 3-methoxyl group butyl ester, acetate 3-methyl-(gathering) alkylene glycol monoalky lether acetate esters such as 3-methoxyl group butyl ester;
Other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, THF;
Ketones such as methyl ethyl ketone, pimelinketone, 2-heptanone, 3-heptanone;
Propylene-glycol diacetate, 1,3 butylene glycol diacetate esters, 1, diacetate esters classes such as 6-pinakon diacetate esters;
3-methoxypropionic acid methyl esters, 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 group butyl propionic ester;
Other ester classes such as ETHYLE ACETATE, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, formic acid n-pentyl ester, Isoamyl Acetate FCC, n-butyl propionate, ethyl n-butyrate, butyric acid n-propyl, isopropyl butyrate, the positive butyl ester of butyric acid, Pyruvic Acid Methyl ester, Pyruvic Acid Ethyl ester, pyruvic acid n-propyl, methyl acetoacetate, methyl aceto acetate, 2-ketobutyric acid ethyl ester;
Arene such as toluene, YLENE;
N, acid amides such as dinethylformamide, DMAC N,N, N-Methyl pyrrolidone or lactams etc.
In these solvents; From viewpoints such as solvability, pigment-dispersing, coatings; Preferred propylene glycol monomethyl ether, dihydroxypropane single-ether, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, acetate 3-methoxyl group butyl ester, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, pimelinketone, 2-heptanone, 3-heptanone, 1; 3-butyleneglycol diacetate esters, 1,6-pinakon diacetate esters, ethyl lactate, 3-methoxy propyl acetoacetic ester, 3-ethoxy-propionic acid methyl esters, 3-ethoxyl ethyl propionate, 3-methyl-3-methoxyl group butyl propionic ester, n-butyl acetate, isobutyl acetate, formic acid n-pentyl ester, Isoamyl Acetate FCC, n-butyl propionate, ethyl n-butyrate, isopropyl butyrate, the positive butyl ester of butyric acid, Pyruvic Acid Ethyl ester etc.
Among the present invention, solvent can use or mix two or more uses separately.
The content of solvent is not special to be limited; Viewpoint from the coating of the coloured composition that obtains, stability etc.; The total concentration of each composition outside preferably this coloured composition desolventizes is the amount of 5～50 quality %, the special preferably amount of 10～40 quality %.
-additive-
Coloured composition of the present invention can also contain various additives as required.
As additive, for example can enumerate: weighting agents such as glass, aluminum oxide; Z 150PH, gather macromolecular compounds such as (fluoroalkyl propenoate) class; Fluorine is that tensio-active agent, silicon are tensio-active agents such as tensio-active agent; Driving fit promotor such as vinyltrimethoxy silane, vinyltriethoxysilane, vinyl three (2-methoxy ethoxy) silane, N-(2-amino-ethyl)-3-aminopropyl methyl dimethoxysilane, N-(2-amino-ethyl)-3-TSL 8330,3-aminopropyltriethoxywerene werene, 3-glycidoxy-propyltrimethoxy silane, 3-epoxypropoxy methyl dimethoxysilane, 2-(3, the 4-epoxycyclohexyl) ethyl trimethoxy silane, 3-chloropropylmethyldimethoxysilane, 3-r-chloropropyl trimethoxyl silane, 3-methyl allyl acyloxypropyl trimethoxysilane, 3-sulfydryl propyl trimethoxy silicane; 2, inhibitors such as 2-thiobis (4-methyl-6-tert butyl phenol), 2,6 di t butyl phenol; UV light absorbers such as 2-(the 3-tertiary butyl-5-methyl-2-hydroxy phenyl)-5-chlorobenzotriazole, alkoxy benzophenone class; Anti flocculants such as ZX-I; Propanedioic acid, hexanodioic acid, methylene-succinic acid, citraconic acid, fumaric acid, methylfumaric acid, 2-monoethanolamine, 3-amino-1-propyl alcohol, 5-amino-1-amylalcohol, 3-is amino-1, and 2-Ucar 35,2-are amino-1, and ammediol, 4-are amino-1, residue activators such as 2-butyleneglycol; Mono succinate [2-(methyl) acrylyl oxy-ethyl] ester, phthalic acid list [2-(methyl) acrylyl oxy-ethyl] ester, ω-development property improvement agent such as carboxyl polycaprolactone list (methyl) propenoate; Disclosed siloxane oligomer etc. in the TOHKEMY 2008-242078 communique etc. with reactive functional groups.
Coloured composition of the present invention can prepare through appropriate means, as its preparation method, for example can enumerate disclosed method in TOHKEMY 2008-58642 communique, the TOHKEMY 2010-132874 communique etc.When using in line with toner and pigment as tinting material; Shown in TOHKEMY 2010-132874 communique; Can adopt following method: will contain in line with the dye solution of toner through behind the 1st strainer; The dispersible pigment dispersion of the dye solution that will pass through the 1st strainer and preparation in addition etc. mixes, and the coloured composition that obtains through the 2nd strainer, is prepared thus.In addition; Also can adopt following method: will contain in line with the dyestuff of toner and above-mentioned (B)～(C) composition and above-mentioned (D) composition as required and additive component and be dissolved in (E) solvent; With the solution that obtains through behind the 1st strainer; The solution that will pass through the 1st strainer mixes with the dispersible pigment dispersion of preparation in addition, and the coloured composition that obtains through the 2nd strainer, is prepared thus.In addition; Also can adopt following method: will contain in line with the dye solution of toner through behind the 1st strainer; To pass through dye solution and above-mentioned (B)～(C) composition and as required above-mentioned (D)～(E) composition and the additive component mixed dissolution of the 1st strainer, through the 2nd strainer, the solution that further will pass through the 2nd strainer mixes with the dispersible pigment dispersion of preparation in addition with the solution that obtains; The coloured composition that obtains through the 3rd strainer, is prepared thus.
Colour filter and method of manufacture thereof
Colour filter of the present invention possesses the pigmented layer that contains in line with toner.
As the method for making colour filter, first can enumerate following method.At first, on substrate surface, as required, form light shield layer (black matrix) according to the mode that marks off the part that forms pixel.Then, on this substrate, coating is carried out prebake conditions and is made solvent evaporation after for example containing the liquid composition in line with the blue radiation-ray sensitive composition of toner, and formation is filmed.Then, be situated between by photomask to this exposure of filming after, use alkaline-based developer to develop, the unexposed portion of filming is removed in dissolving.Afterwards, through the back baking, form the pel array of blue pixel pattern with the configuration of regulation sequence.
Then; Use green or each red colored radiation-sensitive composition; With likewise above-mentioned, carry out coating, prebake conditions, exposure, development and the back baking of each colored radiation-sensitive composition, on same substrate, form green pixel array and red pixel array in order.Thus, obtain on substrate, disposing the colour filter of redness, green and blue trichromatic pel array.But among the present invention, the order that forms each color pixel is not limited to said sequence.
In addition; Black matrix can will form through the pattern that mfs such as sputter or vapor deposition and film forming chromium are processed expectation through adopting photolithography, and the situation that also can use the colored radiation-sensitive composition that is dispersed with black colorant, forms with above-mentioned pixel likewise forms.Coloured composition of the present invention also can perform well in the formation of said black matrix.
The substrate that uses during as the formation colour filter for example can be enumerated glass, silicon, polycarbonate, polyester, aromatic polyamide, polyamidoimide, polyimide etc.
In addition, to these substrates, as required, also can implement to use the suitable pre-treatment such as agent treated, plasma treatment, ion plating, sputter, gas-phase reaction method, vacuum evaporation of silane coupling agent etc. in advance.
When being applied to colored radiation-sensitive composition on the substrate, can adopt suitable coating methods such as spraying method, rolling method, method of spin coating (spin-coating method), seam die coating method, excellent Tu Fa, especially preferably adopt spin-coating method, seam die coating method.
Prebake conditions is carried out drying under reduced pressure and heat drying combination usually.Drying under reduced pressure proceeds to 50～200Pa usually.In addition, the condition of heat drying is normally about 70～110 ℃, 1～10 minute.
Coating thickness is with dried film thickness gauge, normally 0.6～8.0 μ m, preferably 1.2～5.0 μ m.
The light source of the radioactive rays that use during as formation pixel and/or black matrix; For example can enumerate lamp source such as xenon lamp, halogen lamp, tungsten lamp, high pressure mercury vapour lamp, extra-high-pressure mercury vapour lamp, metal halide lamp, middle medium pressure mercury lamp, Cooper-Hewitt lamp; Laser light sources such as Argon, YAG laser apparatus, XeCl quasi-molecule laser, nitrogen laser etc., but optimal wavelength is at the radioactive rays of 190～450nm scope.
The general preferred 10～10000J/m of the exposure of radioactive rays
2
In addition, as above-mentioned alkaline-based developer, for example preferred yellow soda ash, sodium hydroxide, Pottasium Hydroxide, TMAH, choline, 1,8-diazabicyclo [5.4.0]-7-undecylene, 1, the aqueous solution of 5-diazabicyclo [4.3.0]-5-nonene etc.
In above-mentioned alkaline-based developer, also can add for example water-miscible organic solvent such as methyl alcohol, ethanol, tensio-active agent etc. in right amount.Should explain, wash usually after the alkaline development.
As the development treatment method, applicable spray development method, spray development method, dipping (dip) development method, soak and put (submergence) development method etc.Development conditions preferably under the normal temperature 5～300 seconds.
The condition of back baking about 120～280 ℃, 10～60 minutes, considers from the thermotolerance aspect in line with toner that normally the temperature of back baking is preferably below 240 ℃, particularly preferably in below 230 ℃.
The thickness of the pixel that forms like this is 0.5～5.0 μ m, preferably 1.0～3.0 μ m normally.
In addition, second method as making colour filter can adopt the disclosed methods of utilizing ink-jetting style to obtain pixel of all kinds such as japanese kokai publication hei 7-318723 communique, TOHKEMY 2000-310706 communique.In the method, at first, on substrate surface, form the next door that has shade function concurrently.Then, in the next door that forms, will for example contain liquid composition ejection, and carry out prebake conditions then and make solvent evaporation in line with the blue colored composition of toner through ink discharge device.Then, with after this exposure of filming, carry out the back baking as required, make its curing thus, form blue pixel.
Then, use green or each red coloured composition,, on same substrate, form green pixel pattern and red pixel pattern in order with likewise above-mentioned.Thus, obtain on substrate, disposing the colour filter of redness, green and blue trichromatic pattern of pixels.But among the present invention, the order that forms each color pixel is not limited to said sequence.
Should explain that shade function is not only played in above-mentioned next door, also play making the not function of colour mixture of the coloured composition of all kinds that is ejected in the zoning, thereby the black matrix that uses in above-mentioned first method of Film Thickness Ratio be thick.Therefore, the next door uses the black radiation-ray sensitive composition to form usually.
Method, the condition of the substrate that uses when forming colour filter, the light source of radioactive rays and prebake conditions, back baking are identical with above-mentioned first method.The thickness of the pixel that forms through ink-jetting style like this, and the height in next door are same degree.
On the pattern of pixels that obtains like this, form protective membrane as required after, form nesa coating through sputter.After forming nesa coating, also can further form separator and process colour filter.Separator uses radiation-ray sensitive composition to form usually, also can process the separator (black separator) with opacifying property.At this moment, use the colored radiation-sensitive composition that is dispersed with black colorant, coloured composition of the present invention also can perform well in forming said black separator.
The colour filter of the present invention that obtains like this, brightness and purity of color are high, thereby exceedingly useful to 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 colour 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 colour filter of the present invention can be that transmission-type also can be a reflection-type, can adopt suitable structure.For example can adopt following structure: with the driving of disposing thin film transistor (TFT) substrate different with substrate on form colour filter, drive with substrate and dispose by the liquid crystal layer subtend with substrate Jie who is formed with colour filter; Also can adopt following structure in addition: be situated between and dispose disposing the substrate that has formed the substrate of colour filter on the surface of driving with substrate of thin film transistor (TFT) and be formed with ITO (tin-doped indium oxide) electrode by the liquid crystal layer subtend.The latter's structure can significantly improve aperture opening ratio, has to obtain the advantage bright and liquid crystal display device that height is meticulous.
The color liquid crystal display device that possesses colour filter of the present invention, except that cold cathode fluorescent tube (CCFL:Cold Cathode Fluorescent Lamp), can also possess with the White LED is the backlight unit of light source.As White LED; For example can enumerate the White LED that red LED, green LED and blue led combination is obtained white light through colour mixture; Blue led, red LED and green-emitting phosphor combination are obtained the White LED of white light through colour mixture; Blue led, red light-emitting phosphor and the combination of green emitting fluor are obtained the White LED of white light through colour mixture; Through blue led and YAG is the White LED that the colour mixture of fluor obtains white light; Blue led, orange luminescence fluor and green emitting fluor are made up the White LED that obtains white light through colour mixture, ultraviolet LED, red light-emitting phosphor, green emitting fluor and blue-light-emitting fluorescent material combination are obtained the White LED of white light etc. through colour mixture.
In possessing the color liquid crystal display device of colour filter of the present invention; Can be suitable for TN (Twisted Nematic; Twisted-nematic) type, STN (Super Twisted Nematic, supertwist is to row) type, IPS (In-Planes Switching, face intra) type, VA (Vertical Alignment; Vertical orientated) suitable liquid crystal mode such as type, OCB (Optically Compensated Birefringence, optical compensation curved arrangement) type.
In addition, the organic EL display element that possesses colour filter of the present invention can adopt suitable structure, for example can enumerate the disclosed structure of japanese kokai publication hei 11-307242 communique.
In addition, the Electronic Paper that possesses colour filter of the present invention can adopt suitable structure, for example can enumerate the disclosed structure of TOHKEMY 2007-41169 communique.
[embodiment]
Below, enumerate embodiment, embodiment of the present invention further is described particularly.But the present invention is not limited to following embodiment.
< in line with the synthetic and evaluation of toner >
1. synthetic in line with toner
Embodiment 1
In the threaded pipe that drops into stirrer, benzene disulfonic acid dipotassium (with the pure medicine corporate system of light), the chloroform of 20ml and the water of 10ml at room temperature stirred 7 hours between the C.I. Blue 7 of adding 1.4g (2.72mmol), 0.384g (1.36mmol).After water layer was removed in separation, washing organic layer 2 times, decompression concentrated down, and the further resulting solid of drying under reduced pressure obtains black-and-blue solid 1.36g (yield 84.0%) thus.With it as compd A.Compd A
1(solvent: deuterochloroform) spectrum is as follows, and affirmation is a target compound for H-NMR.
1H-NMR：δ9.05(brs，1H)，8.73(s，1H)，8.70(d，1H)，8.01(d，1H)，7.01-7.45(m，9H)，6.67(d，4H)，6.59(d，1H)，3.65(q，2H)，3.50(q，8H)，2.42(brs，1H)，1.41(t，3H)，1.24(t，12H)
Embodiment 2
Benzene disulfonic acid dipotassium between in embodiment 1, replacing and use two (1-propanesulfonic acid) disodiums (with the pure medicine corporate system of light) of 3,3 '-dithio, in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.With it as compd B.Compd B
1The H-NMR spectrum is as follows.
1H-NMR：δ8.81(brs，1H)，8.61(d，1H)，7.09-7.56(m，7H)，6.69(d，4H)，6.62(d，1H)，3.69(q，2H)，3.52(q，8H)，2.97(t，4H)，2.81(t，4H)，2.24(q，4H)，1.42(t，3H)，1.24(t，12H)
Embodiment 3
Replaced C .I. Blue 7 in embodiment 1 and use C.I. reflex blue 11 (the triarylmethane based dye that following formula is represented), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.
Embodiment 4
Benzene disulfonic acid dipotassium between in embodiment 1, replacing and use 1,1,2,2,3,3-HFC-236fa-1,3-disulfonic acid dilithium salt (Mitsubishi Materials corporate system), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.With it as Compound C.Compound C
1The H-NMR spectrum is as follows.
1H-NMR：68.18(d，2H)，7.89(brs，4H)，7.15-7.51(m，16H)，6.90(d，8H)，6.79(d，2H)，3.62(q，16H)，3.56(q，4H)，1.43(t，6H)，1.29(t，24H)
Embodiment 5
Replaced C .I. Blue 7 in embodiment 1 and use C.I. Basic Violet16 (the methyne based dye that following formula is represented), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.
Embodiment 6
Replaced C .I. Blue 7 in embodiment 1 and use C.I. reflex blue 41 (the azo based dye that following formula is represented), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.
Embodiment 7
Replaced C .I. Blue 7 in embodiment 1 and use C.I. Basic Blue 3 (the quinonimine based dye that following formula is represented), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.
Embodiment 8
Replaced C .I. Blue 7 in embodiment 1 and use C.I. reflex blue 22 (the anthraquinone based dye that following formula is represented), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.
Embodiment 9
Replaced C .I. Blue 7 in embodiment 1 and use C.I. alkali red 1:1 (the xanthene based dye that following formula is represented), replace between benzene disulfonic acid dipotassium and use 1,1,2,2; 3,3-HFC-236fa-1,3-disulfonic acid dilithium salt; In addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.With it as Compound D.
Embodiment 10
Replaced C .I. Blue 7 in embodiment 1 and use C.I. basic yellow 21 (the methyne based dye that following formula is represented), replace between benzene disulfonic acid dipotassium and use 1,1,2,2; 3,3-HFC-236fa-1,3-disulfonic acid dilithium salt; In addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is a target compound to H-NMR.With it as compd E.
Relatively more synthetic example 1
Benzene disulfonic acid dipotassium between in embodiment 1, replacing and use paratoluenesulfonic acid sodium salt (with the pure medicine corporate system of light), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is target compound (tosilate of above-claimed cpd b) to H-NMR.With it as compound F 17-hydroxy-corticosterone.
Relatively more synthetic example 2
Benzene disulfonic acid dipotassium between in embodiment 1, replacing and use hydration bathophenanthroline disulfonic acid disodium (with the pure medicine corporate system of light), in addition, with embodiment 1 synthetic coloring matter likewise, process
1(solvent: deuterochloroform) measure, affirmation is the compound that following formula is represented to H-NMR.With it as compound G.
2. in line with the evaluation of toner
The compd A that obtains among the embodiment 1 is to be dissolved in ethyl lactate more than the 10 quality %, and its solution presents blueness.The tinting material that obtains among the embodiment 2～10 is all to be dissolved in ethyl lactate more than the 10 quality %.
In addition, the tinting material that obtains among the embodiment 1～10, based on thermogravimetric amount-differential heat simultaneously the temperature of minimizing 5% quality of determination and analysis all more than 230 ℃.On the other hand, C.I. Blue 7 and C.I. reflex blue 11, based on thermogravimetric amount-differential heat simultaneously the temperature of minimizing 5% quality of determination and analysis all less than 200 ℃.
< preparation of dispersible pigment dispersion >
Preparation example 1
Use the C.I. pigment Blue 15 of 15 mass parts: 6 as the BYK-LPN21116 (BYK Chemie (BYK) corporate system) of tinting material, 12.5 mass parts (solid component concentration=40 quality %) as the propylene glycol methyl ether acetate of dispersion agent, 72.5 mass parts as solvent; Utilize ball mill to handle, prepare dispersible pigment dispersion (A-1).
Preparation example 2
Replaced C .I. pigment Blue 15: 6 and use the C.I. pigment Violet 23 as tinting material, in addition, likewise prepare dispersible pigment dispersion (A-2) with preparation example 1.
Preparation example 3
Replaced C .I. pigment Blue 15: 6 and use C.I. Pigment red 254 as tinting material, in addition, likewise prepare dispersible pigment dispersion (A-3) with preparation example 1.
Preparation example 4
Replaced C .I. pigment Blue 15: 6 and use C.I. Pigment green 58 as tinting material, in addition, likewise prepare dispersible pigment dispersion (A-4) with preparation example 1.
Preparation example 5
Replaced C .I. pigment Blue 15: 6 and use C.I. Pigment red 177 as tinting material, in addition, likewise prepare dispersible pigment dispersion (A-5) with preparation example 1.
Preparation example 6
Replaced C .I. pigment Blue 15: 6 and use C.I. Pigment Yellow 73 150 as tinting material, in addition, likewise prepare dispersible pigment dispersion (A-6) with preparation example 1.
< preparation of dye solution >
Preparation example 7
To prepare dye solution A as compd A 5 mass parts of tinting material, as the propylene glycol methyl ether acetate 95 mass parts mixing of solvent.
Preparation example 8
To prepare dye solution B as compd B 5 mass parts of tinting material, as the propylene glycol methyl ether acetate 95 mass parts mixing of solvent.
Preparation example 9
To prepare dye solution C as Compound C 5 mass parts of tinting material, as the ethyl lactate 95 mass parts mixing of solvent.
Preparation example 10
To prepare dye solution D as Compound D 5 mass parts of tinting material, as the ethyl lactate 95 mass parts mixing of solvent.
Preparation example 11
To prepare dye solution E as compd E 5 mass parts of tinting material, as the ethyl lactate 95 mass parts mixing of solvent.
Preparation example 12
To prepare dye solution F as compound F 17-hydroxy-corticosterone 5 mass parts of tinting material, as the propylene glycol monomethyl ether 95 mass parts mixing of solvent.
Preparation example 13
To prepare dye solution G as compound G 5 mass parts of tinting material, as the propylene glycol monomethyl ether 95 mass parts mixing of solvent.
Preparation example 14
To prepare dye solution H as 5 mass parts C.I. Blue 7s of tinting material, as the propylene glycol monomethyl ether 95 mass parts mixing of solvent.
< synthesizing of resin glue >
In the flask that possesses cooling tube and stirrer, add propylene glycol methyl ether acetate 100 mass parts and carry out nitrogen replacement.Be heated to 80 ℃; Synthermal; Dripped propylene glycol methyl ether acetate 100 mass parts, methylacrylic acid 20 mass parts, vinylbenzene 10 mass parts, benzyl methacrylate 5 mass parts, methylacrylic acid-2-hydroxy methacrylate 15 mass parts, methylacrylic acid-2-ethylhexyl 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) mixing solutions of 6 mass parts keeps this temperature, polymerization 2 hours.Then, the temperature of reaction soln is warming up to 100 ℃, further polymerization is 1 hour, obtains resin glue solution (solid component concentration=33 quality %) thus.The resin glue that obtains, Mw=12200, Mn=6500.With this resin glue as " resin glue (B1) ".
< preparation of coloured composition and evaluation >
Embodiment 11
With dispersible pigment dispersion (A-1) 12.6 mass parts, dye solution A 25.3 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as Toagosei Co., Ltd's system M-402 (mixtures of dipentaerythritol acrylate and Dipentaerythritol five propenoate) 5.5 mass parts and the Co., Ltd. three and the chemical MW-30 (N that makes of linking agent; N; N '; N '; N ", N " and-six (methoxymethyl) trimeric cyanamide is principal constituent, the weighted average polymerization degree 1.3) 2.4 mass parts, mix as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone (Ciba corporate system; trade(brand)name IRGACURE 369) 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent, be prepared into the coloured composition (CR1) of solid component concentration 20 quality %.
On glass substrate, behind the use spin coater coating coloured composition (CR1), carry out 10 minutes prebake conditions with 80 ℃ hot-plates, formation is filmed.Change the rotation number of spin coater,, form different 3 of thickness and film through same operation.
Then, after with these substrate cool to room temperature, use high pressure mercury vapour lamp, be not situated between by photomask, with 2000J/m
2Exposure the exposure of respectively filming is comprised the radioactive rays of each wavelength of 365nm, 405nm and 436nm.Then, through press 1kgf/cm to develop
2To the developing solution of the 0.04 quality % potassium hydroxide aqueous solution formation of 23 ℃ of these substrate ejections, the spray that carried out 90 seconds develops (nozzle diameter 1mm).Then, clean this substrate with ultrapure water, air-dry after, further in 230 ℃ cleaning oven, carry out baking after 30 minutes, form thus to estimate and use cured film.
For 3 cured film that obtain, use color analyzer (big tomb electronics (strain) system MCPD2000), with illuminant-C, 2 degree visual fields, measure chromaticity coordinate value in the CIE color specification system (x, y) and values (Y).In addition, use KLA-Tencor system Alpha-Step IQ to measure the thickness of resulting cured film.By measuring chromaticity coordinate value x, values (Y) and the thickness that the result obtains chromaticity coordinate value y=0.080.Evaluation result is shown in table 1.The big more optical transmittance of values (Y) (brightness) is high more, and the thin more tinting strength of thickness is high more.
Be formed with the substrate of cured film with 2 polaroid clampings; (, measure the peak and the minimum value of the light intensity that sees through through nitometer LS-100 (Minolta (strain) system) from rear side with luminescent lamp on one side Yi Bian wavelength region 380～780nm) irradiations make the polaroid rotation of face side.Then, for each cured film, will remove peak and the value that obtains is spent ratio as a comparison with minimum value.By measuring the contrast ratio that the result obtains chromaticity coordinate value y=0.080.Evaluation result is shown in table 1.
Embodiment 12
With dispersible pigment dispersion (A-1) 18.5 mass parts, dye solution B 22.3 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR2) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR2), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Embodiment 13
With dispersible pigment dispersion (A-1) 18.5 mass parts, dye solution C 21.4 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR3) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the ethyl lactate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR3), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Embodiment 14
With dispersible pigment dispersion (A-3) 17.6 mass parts, dye solution D 11.7 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone (the Ciba corporate system of Photoepolymerizationinitiater initiater; Trade(brand)name IRGACURE 369) 2.2 mass parts and mix as the ethyl lactate of solvent, be prepared into the coloured composition (CR4) of solid component concentration 20 quality %.
Replace coloured composition (CR1) and use coloured composition (CR4), in addition, likewise estimate with embodiment 11.But obtain chromaticity coordinate value y, values (Y), thickness and the contrast ratio of chromaticity coordinate value x=0.650 this moment.Evaluation result is shown in table 1.
Embodiment 15
With dispersible pigment dispersion (A-4) 11.7 mass parts, dye solution E 46.9 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone (the Ciba corporate system of Photoepolymerizationinitiater initiater; Trade(brand)name IRGACURE 369) 2.2 mass parts and mix as the ethyl lactate of solvent, be prepared into the coloured composition (CR5) of solid component concentration 20 quality %.
Replace coloured composition (CR1) and use coloured composition (CR5), in addition, likewise estimate with embodiment 11.But obtain chromaticity coordinate value x, values (Y), thickness and the contrast ratio of chromaticity coordinate value y=0.590 this moment.Evaluation result is shown in table 1.
Comparative example 1
With dispersible pigment dispersion (A-1) 18.1 mass parts, dispersible pigment dispersion (A-2) 4.5 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR6) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR6), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Comparative example 2
With dispersible pigment dispersion (A-1) 18.1 mass parts, dye solution H 24.2 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR7) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR7), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Comparative example 3
With dispersible pigment dispersion (A-1) 17.5 mass parts, dye solution F 21.4 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR8) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR8), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Comparative example 4
With dispersible pigment dispersion (A-1) 16.5 mass parts, dye solution G 22.5 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, mix, be prepared into the coloured composition (CR9) of solid component concentration 20 quality % as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone 2.2 mass parts of Photoepolymerizationinitiater initiater and as the propylene glycol methyl ether acetate of solvent.
Replace coloured composition (CR1) and use coloured composition (CR9), in addition, likewise estimate with embodiment 11.Evaluation result is shown in table 1.
Comparative example 5
With dispersible pigment dispersion (A-3) 15.6 mass parts, dispersible pigment dispersion (A-5) 3.9 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone (the Ciba corporate system of Photoepolymerizationinitiater initiater; Trade(brand)name IRGACURE 369) 2.2 mass parts and mix as the propylene glycol methyl ether acetate of solvent, be prepared into the coloured composition (CR10) of solid component concentration 20 quality %.
Replace coloured composition (CR4) and use coloured composition (CR10), in addition, likewise estimate with embodiment 14.Evaluation result is shown in table 1.
Comparative example 6
With dispersible pigment dispersion (A-4) 11.7 mass parts, dispersible pigment dispersion (A-6) 7.8 mass parts, as resin glue (B1) solution 16.1 mass parts of resin glue, as the system M-402 of 5.5 mass parts Toagosei Co., Ltd of linking agent and 2.4 mass parts Co., Ltd. three and chemistry system MW-30, as 2-benzyl-2-dimethylamino-1-(4-morpholinyl phenyl) butane-1-ketone (the Ciba corporate system of Photoepolymerizationinitiater initiater; Trade(brand)name IRGACURE 369) 2.2 mass parts and mix as the propylene glycol methyl ether acetate of solvent, be prepared into the coloured composition (CR11) of solid component concentration 20 quality %.
Replace coloured composition (CR5) and use coloured composition (CR11), in addition, likewise estimate with embodiment 15.Evaluation result is shown in table 1.
[table 1]
In the table 1; " B15:6 " is meant the C.I. pigment Blue 15: 6, and " R254 " is meant C.I. Pigment red 254, " G58 " is meant C.I. Pigment green 58; " V23 " is meant the C.I. pigment Violet 23; " BB-7 " is meant the C.I. Blue 7, and " R177 " is meant C.I. Pigment red 177, and " Y150 " is meant C.I. Pigment Yellow 73 150.
Claims (8)
1. an alkali stain has the negatively charged ion that following formula (1) is represented,
R(-SO
3 -)
n (1)
In the formula (1), R representes that n representes 2～4 integer by the n valency organic group of 1～16 atomic building, and wherein said atom does not comprise Wasserstoffatoms.
2. alkali stain as claimed in claim 1; Wherein, said R replaces or does not have substituted non-aromatic hydrocarbon base, replacement or do not have substituted a plurality of non-aromatic hydrocarbon base to be contained heteroatomic divalent and link group, the replacement that group links or do not have substituted aryl radical, replacement or do not have substituted 2 aryl radicals and contained heteroatomic divalent and link group that group or divalent non-aromatic hydrocarbon base link, or replace or do not have a substituted heterocyclic radical.
3. alkali stain as claimed in claim 1, it is that triarylmethane is that tinting material, methyne are that tinting material, azo are that tinting material, diarylmethanes are that tinting material, quinonimine are that tinting material, anthraquinone are that tinting material, phthalocyanine are that tinting material or xanthene are tinting material.
4. alkali stain as claimed in claim 2, it is that triarylmethane is that tinting material, methyne are that tinting material, azo are that tinting material, diarylmethanes are that tinting material, quinonimine are that tinting material, anthraquinone are that tinting material, phthalocyanine are that tinting material or xanthene are tinting material.
5. coloured composition, it is to contain (A) tinting material, (B) resin glue and (C) coloured composition of linking agent,
Wherein, as (A) tinting material, contain each described alkali stain in the claim 1～4.
6. coloured composition as claimed in claim 5 wherein, further contains (D) Photoepolymerizationinitiater initiater.
7. a colour filter possesses the pigmented layer that contains each described alkali stain in the claim 1～4.
8. a display element possesses the described colour filter of claim 7.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010-207381 | 2010-09-15 | ||
| JP2010207381 | 2010-09-15 | ||
| JP2011126599 | 2011-06-06 | ||
| JP2011-126599 | 2011-06-06 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201110272135XA Pending CN102408753A (en) | 2010-09-15 | 2011-09-06 | Alkaline colorant, colored composition, color filter and display element |
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| Country | Link |
|---|---|
| KR (1) | KR20120028815A (en) |
| CN (1) | CN102408753A (en) |
| TW (1) | TWI561586B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105315722A (en) * | 2014-05-30 | 2016-02-10 | 东友精细化工有限公司 | Salified dye and coloring curable resin composition |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101361680B1 (en) * | 2012-03-30 | 2014-02-12 | (주)경인양행 | Triarylmethane dye compounds, colored resin composition comprising the same for color filter and color filter using the same |
| KR101380942B1 (en) * | 2012-05-23 | 2014-04-01 | (주)경인양행 | Triarylmethane dye compounds, colored resin composition comprising the same for color filter and color filter using the same |
| JP6115281B2 (en) * | 2012-06-07 | 2017-04-19 | Jsr株式会社 | Coloring composition, color filter and display element |
| KR101467995B1 (en) * | 2012-12-03 | 2014-12-02 | (주)경인양행 | Triarylmethane dye polymer compound, colored resin composition comprising the same for color filter and color filter using the same |
| KR101563131B1 (en) * | 2013-06-03 | 2015-10-26 | (주)경인양행 | Blue dye compounds, colored resin composition comprising the same for color filter and color filter using the same |
| KR20150005139A (en) * | 2013-07-04 | 2015-01-14 | (주)경인양행 | Blue dye compounds, colored resin composition comprising the same for color filter and color filter using the same |
| KR102064631B1 (en) | 2015-06-30 | 2020-01-09 | 주식회사 엘지화학 | Compound, colorant composition comprising the same and resin composition comprising the same |
| JP7198767B2 (en) * | 2017-10-24 | 2023-01-04 | 保土谷化学工業株式会社 | Coloring composition containing salt-forming compound comprising xanthene-based cationic dye and organic anion, colorant for color filter, and color filter |
| KR20190107790A (en) | 2018-03-13 | 2019-09-23 | 동우 화인켐 주식회사 | A colored photosensitive resin composition, color filter and image display device produced using the same |
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Also Published As
| Publication number | Publication date |
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| TWI561586B (en) | 2016-12-11 |
| TW201224064A (en) | 2012-06-16 |
| KR20120028815A (en) | 2012-03-23 |
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