CN101899241A - Pigment dispersion for color filter and pigment dispersed resist composition for color filter containing the same - Google Patents
Pigment dispersion for color filter and pigment dispersed resist composition for color filter containing the same Download PDFInfo
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- CN101899241A CN101899241A CN2009102584285A CN200910258428A CN101899241A CN 101899241 A CN101899241 A CN 101899241A CN 2009102584285 A CN2009102584285 A CN 2009102584285A CN 200910258428 A CN200910258428 A CN 200910258428A CN 101899241 A CN101899241 A CN 101899241A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0084—Dispersions of dyes
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
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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
- G03F7/0005—Production of optical devices or components in so far as characterised by the lithographic processes or materials used therefor
- G03F7/0007—Filters, e.g. additive colour filters; Components for display devices
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- Organic Chemistry (AREA)
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- General Physics & Mathematics (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Optics & Photonics (AREA)
- Optical Filters (AREA)
- Materials For Photolithography (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
The present invention provides a new pigment dispersion for a color filter, which is excellent in pigment dispersibility, fluidity and dispersion stability, and provides a pigment dispersion resist composition for the color filter, which is excellent in suitability for coating and development properties by using the pigment dispersion for the color filter. The pigment dispersion for the color filter includes a pigment, a pigment dispersant and an organic solvent, wherein the pigment dispersant is a compound that satisfies the following condition 1: the compound is obtained by making an isocyanate group contained in an isocyanate compound react with an active hydrogen group contained in a compound having the active hydrogen group, a carbazole ring and/or an azobenzene skeleton. The number of the carbazole ring and an azobenzene skeleton is 15-85% to the total number of the isocyanate group derived from the isocyanate compound, or a urethane bond and urea bond generated by making the isocyanate group react with the active hydrogen group.
Description
Technical field
The colour filter that the present invention relates to can be used for to make the colour filter of colour liquid crystal display device etc. or black matrix (blackmatrix) is with the colo(u)rant dispersion thing and contain the colour filter usefulness colo(u)rant dispersion resist composition of this dispersions thing.
Background technology
Colour liquid crystal display device has advantages such as structure is light and handy, economize on electricity.In recent years, along with the adding of high-tech exploitation strength, people seek image quality and continue to develop to the direction of high brightness, high precision and high-contrast more.Therefore, the every field from little picture to big picture, from can often bringing into play its stable aspect, the level of high-performance overall balance is subject to the people's attention, and itself and purposes enlarge also relation.
Yet, with existing P DP competition in, and compare with the practicality of the indicating meter of using organic EL, colour liquid crystal display device will be expected further and popularizes, and also needs to overcome a lot of technical difficult problems.
For example, one of difficult problem is exactly to improve the reproducibility of color.Yet in order to improve the reproducibility of color, the most basic requirement is exactly that each color pixel of RGB of expressing on the indicating meter itself will have higher colour purity and contrast gradient.
For colour liquid crystal display device, at first by light emitted white light such as backlight, after the suitable fast gate action control light quantity of each several part of each color pixel of this white light and RGB, make it see through the colour filter that is provided with the painted tunicle of RGB by liquid crystal, carry out paintedly, each color pixel is presented on the indicating meter.Therefore, undertaken in the method for colouring by colour filter (painted tunicle) at white light, it is the high conditio sune qua non of colour purity that is obtaining coloured light that the painted tunicle itself that is provided with colour filter has high colour purity.In addition, when having oversize particle in the above-mentioned painted tunicle, the polarity of the light that sees through is upset (depolarized property), thereby causes that contrast gradient reduces.Therefore, it is very necessary not containing oversize particle in the painted tunicle.
In recent years, people have utilized the look material of pigment as painted tunicle.Therefore, in order to improve color developing relevant (chroma) and transparency factors such as (lightness), and suppress depolarized property, pigment more fine must be disperseed with colour purity.
And for colour filter, above-mentioned painted tunicle becomes heavy or gauffer can cause that all colour purity reduces, and owing to exist the gap can cause light leak, thereby cause contrast gradient to reduce.Therefore, in order to prevent these phenomenons, and carry out shading for the gap to painted tunicle, people have designed black matrix.So the processability of black matrix has a significant impact the reproducibility tool that improves color.
Black matrix is exactly that the overlay film of opacifying property is made trellis or zonal object.The opacifying property overlay film should approach as far as possible, its breadth thin (also claiming fine rule), and require the edge of tunicle to want steep, rectilinearity is high.In recent years, people utilize black pigments such as carbon black to form coating-forming agent as light screening material, make black matrix.For the coating-forming agent as the preparation black matrix, in order to keep the high opacifying property of film, the light screening material that contains high density is very necessary.In addition, this coating-forming agent can cause curing through ultraviolet ray etc., again through removing the developing process of uncured portion, thereby makes thin-line-shaped black matrix.Therefore, the tunicle that the processability thin-line-shaped in order to obtain, that the edge is steep, rectilinearity is good is good, this coating-forming agent must possess cured portion can be kept really, and the good development adaptability that uncured portion can be removed really.
Yet, with pigment in coating-forming agent dispersive process, along with the increase of pigment surface area, be easy to occur agglutination phenomenon again, and have the tendency that dispersion stabilization descends.This phenomenon all can occur in RGB tinting pigment or black pigment.Therefore, according to above-mentioned requirements, the granular of pigment particles or high densityization cause that pigment surface area increases, thereby the problem that causes colo(u)rant dispersion stability to reduce must be resolved.
In addition, contain the coating-forming agent of high density pigment, particularly utilized the coating-forming agent that be used to form black matrix of the bigger carbon black of specific surface area as light screening material, its coating adaptability and developing property all have the tendency of reduction, also are necessary to find the way to deal with a situation at this problem.
In order to address the above problem, people are to improving the method for the infiltration (affinity) of dispersion medium and surface of pigments in the coating-forming agent, and study as the various pigment dispersing agents of this method.
For example, propose to use the macromolecule dispersing agent that forms by polyester that contains basic functionality or polyethers (for example, with reference to Patent Document 1) and use the weight-average molecular weight contain interpolymer that 30～70 weight % form by oxyethane and/or propylene oxide reaction and basic functionality at 5000～40000 macromolecule dispersing agent (for example, with reference to Patent Document 2).
Patent documentation
[Patent Document 1] spy opens flat 10-082908 communique
[Patent Document 2] spy opens flat 10-246812 communique
The technical problem that invention will solve is according to the technology contents of Patent Document 1,2, and its pigment-dispersing, dispersion stabilization and flowability have obtained improvement to a certain degree.But improvement is limited, is not improved completely.In addition, coating adaptability and developing property also have the leeway of improvement.
Summary of the invention
Problem of the present invention provides a kind of novel colour filter colo(u)rant dispersion thing with good pigment-dispersing, flowability and dispersion stabilization, and that this colour filter obtains with the colo(u)rant dispersion thing by using, as to have good coating adaptability and developing property colour filter colo(u)rant dispersion resist composition.
The invention is characterized in that its use contains the pigment dispersing agent of the polyurethanes dispersion agent of isocyanurate ring, carbazole ring and/or nitrogen benzide skeleton as dispersed color.Especially make intramolecularly contain the isocyanate compound of isocyanurate ring and intramolecularly by use and contain active hydrogen and also contain the carbazole ring and/or the compound of nitrogen benzide skeleton carries out quantitative reaction, effect is better.
Promptly, the present invention relates to (1) a kind of colour filter colo(u)rant dispersion thing, it is characterized in that, contain pigment, pigment dispersing agent and organic solvent, wherein, described pigment dispersing agent is the compound that satisfies following condition 1, condition 1: make intramolecularly have isocyanurate ring isocyanate compound isocyanate group with have active hydrogen at intramolecularly and also have the carbazole ring and/or the active hydrogen of the compound of nitrogen benzide skeleton reacts and the compound that obtains, the intramolecular carbazole ring of this compound is relative with the amount of nitrogen benzide skeleton to derive from isocyanate group or this isocyanate group of the isocyanate compound with isocyanurate ring and active hydrogen reacts the urethane bond of formation and 3 total amounts of urea bond are 15～85%.
The invention still further relates to the colour filter colo(u)rant dispersion thing of (2) above-mentioned (1) or (2) record, it contains pigment dispersion aids.
The present invention relates to (3) a kind of colour filter with colo(u)rant dispersion resist composition, it is characterized in that, it contains the colour filter colo(u)rant dispersion thing of any record in the item of above-mentioned (1) item～(2).
Colour filter of the present invention has good pigment-dispersing, flowability and dispersion stabilization with the colo(u)rant dispersion thing.In addition, the colour filter that contains this colo(u)rant dispersion thing has good coating adaptability and developing property with colo(u)rant dispersion resist composition.
Embodiment
To describe colour filter of the present invention colo(u)rant dispersion thing (hereinafter referred to as " colo(u)rant dispersion thing ") below in detail.
Colo(u)rant dispersion thing of the present invention comprises pigment, as the polyurethanes dispersion agent and the organic solvent that contain isocyanurate ring, carbazole ring and/or nitrogen benzide skeleton of pigment dispersing agent, its constituent material at first is described below.
The constituent material of＜colo(u)rant dispersion thing 〉
(pigment)
Pigment of the present invention (being applicable to the pigment of rendered images such as redness, green, blueness, black) has the characteristics in bright gay color, that fastness is high, can use red colour system pigment such as C.I. Pigment red 19,38,43,88,122,123,144,149,166,168,177,178,179,188,190,207,208,209,216,224,226,242,254,264; C.I. pigment Blue 15: 1,15:3,15:4,15:6,16,22,29,60, blue series pigments such as 64; C.I. pigment Green 7,10, green series pigments such as 36; C.I. yellow series pigments such as Pigment Yellow 73 24,81,83,93,95,97,108,109,110,117,123,128,137,138,139,150,153,154,166,168,180,185; C.I. violet pigment such as pigment violet 19,23,29,30,31,37,88; C.I. Yellow Red pigment such as pigment orange 31,38,40,43,61,71; Black series pigments such as carbon black.
Among the present invention, obtain the red colour system tinting pigment, green is that tinting pigment, blueness are tinting pigment, can use the pigment of this color separately, also can mix use with other pigment.For example, obtain the red colour system rendered image, can use single red pigment, also can in red pigment, sneak into yellow ultramarine, orange pigments etc. and mix colours.In addition, obtain green is rendered image, can use single veridian, also can sneak into yellow ultramarine etc. in veridian mixes colours, obtaining blueness is coloured image, can use single blue pigments, also can sneak into violet pigment etc. and mix colours in blue pigments.
In addition; as pigment dispensing composition in order to obtain more distinct color; with the perviousness and the contrast gradient ratio that improve back described colo(u)rant dispersion resist composition; adopt the prior art known method, preferably aforementioned pigment is carried out the micronize of pre-mixing processing, grinding (ソ Le ト ミ リ Application グ) processing etc. and handle the back use.Be more preferably the device that mixes that carries out revolution motion when kneader and 3 leaves stirring kneading device are turned round respectively voluntarily, pigment is ground with inorganic salt, utilize polishing (ソ Le ト ミ リ Application グ) to make the primary particle size of pigment more tiny.Among the present invention, the usage quantity of aforementioned pigment is preferably 1～40 weight % of colour filter of the present invention with colo(u)rant dispersion resist composition.
(pigment dispersing agent)
Above-mentioned pigment dispersing agent is to make intramolecularly contain the isocyanate compound of isocyanurate ring and intramolecularly to contain active hydrogen and also contain the carbazole ring and/or the compound of nitrogen benzide skeleton reacts the compound that obtains, and at the intramolecularly of this compound that obtains, the carbazole ring is relative with the amount of nitrogen benzide skeleton to derive from urethane bond that the isocyanate group of the isocyanate compound that contains isocyanurate ring or this isocyanate group and reactive with active hydrogen form and 3 total amounts of urea bond are 15～85%.
Among the present invention, the isocyanate compound that aforementioned intramolecularly contains isocyanurate ring can be listed below described structural formula.But, the isocyanate compound that intramolecularly of the present invention contains isocyanurate ring is not limited to following structural formula, for example, number, position for isocyanate group, though the number of isocyanate group is 3～6 in the following structure, also can use other to have the compound of suitable number and position.
[changing 1]
[changing 2]
[changing 3]
[changing 4]
In addition, contain active hydrogen and also contain the carbazole ring and/or the active hydrogen base of nitrogen benzide framework compound reacts the compound that obtains as making aforementioned intramolecularly contain the isocyanate group of isocyanate compound of isocyanurate ring and intramolecularly, though can exemplify following structural formula, also can use other suitable structural formulas.
[changing 5]
[changing 6]
[changing 7]
Herein, so-called " deriving from the isocyanate group of the isocyanate compound that contains isocyanurate ring " is meant the isocyanate group that contains the employed polyisocyanate compounds of isocyanate compound of isocyanurate ring for synthetic.In addition, so-called " reacting the urethane bond and the urea bond of formation by this isocyanate group and active hydrogen base " is included in urethane bond and the urea bond that this isocyanate group and active hydrogen base in the entire reaction course are reacted formation.
In addition, for above-mentioned isocyanate group, even it might carry out reactive activity hydrogen base with isocyanic ester and also contain under the situation of compound reaction of polyurethane molecular chain with containing, and contain and to carry out reactive activity hydrogen base with isocyanate group and also contain under the situation of compound reaction of poly-urea molecule chain, and contain under the situation that finally becomes the compound reaction of the molecular chain of same structure therewith, this isocyanate group and active hydrogen base react the urethane bond of formation or the number of urea bond also all is 1.Owing to used this pigment dispersing agent, the affinity of dispersion medium and surface of pigments improves, thereby can obtain the colo(u)rant dispersion thing of pigment-dispersing, flowability and dispersion stabilization excellence.Therefore, when being used for black matrix or colour filter, this colo(u)rant dispersion thing all has good coating adaptability and development adaptability.
Above-mentioned diisocyanate cpd for example can exemplify: aliphatic diisocyanates such as vinyl vulcabond, propenyl vulcabond, butenyl vulcabond, hexamethylene diisocyanate, trimethyl hexamethylene diisocyanate; Ester ring type vulcabond such as isophorone diisocyanate, 4-4 '-dicyclohexyl methane diisocyanate, norcamphane vulcabond; Tolylene diisocyanate, 4,4 '-diphenylmethanediisocyanate, Xylene Diisocyanate, 1, aromatic diisocyanates such as 5-naphthalene diisocyanate.
With these diisocyanate cpds is initiator, can contain the isocyanate compound of isocyanurate ring according to known method synthetic molecules.Lift an example explanation, add diisocyanate cpd separately or in the mixed solvent at ester series solvent, ketone series solvent, pure series solvent etc., in case of necessity in the presence of the catalyzer of isocyanuric acid esterification, promotor, preferably under 30～100 ℃ of temperature of reaction, carry out the isocyanuric acid esterification, can synthetic molecules contain the isocyanate compound of isocyanurate ring.Can utilize titration, specific refractory power, viscosity, IR method for measuring to measure the formation of isocyanurate ring and the number of isocyanuric acid ester group.
The compound that contains active hydrogen base and carbazole ring as above-mentioned intramolecularly, so long as contain the compound that can carry out reactive activity hydrogen base (amino, hydroxyl, carboxyl etc.) with isocyanate group and also contain the carbazole ring, then be not limited to these kinds, can also exemplify to as 3-aminocarbazole, 2-aminocarbazole, 3-amino-N-9-ethyl carbazole etc.
The compound that contains active hydrogen base and nitrogen benzide skeleton as above-mentioned intramolecularly, so long as contain the compound that can carry out reactive activity hydrogen base (amino, hydroxyl, carboxyl etc.) with isocyanate group and also contain the nitrogen benzide skeleton, then be not limited to these kinds, can also exemplify to as 3-aminoazobenzene, 4-aminoazobenzene etc.
Therefore, by above-mentioned condition, making intramolecularly contain the polyisocyanate compounds of isocyanurate ring and intramolecularly by use contains the active hydrogen base and also contains the carbazole ring and/or the compound of nitrogen benzide skeleton reacts the pigment dispersing agent that obtains, can obtain good result of the present invention.
In addition, in the above-mentioned pigment dispersing agent, except that compound, can also make at the fragment end to have and to react with the polyester or the polyethers of isocyanate group reactive activity hydrogen base (amino, hydroxyl, carboxyl etc.) with aforementioned carbazole ring and/or nitrogen benzide skeleton.
Above-mentioned pigment dispersing agent both can use separately, also can more than 2 kinds and use.If consider that from the manufacturing difficulty or ease angle of compound itself compound that contains the nitrogen benzide skeleton is more favourable than the compound that contains the carbazole ring again.
In the colo(u)rant dispersion thing of the present invention, when counting 100 mass parts with the amount of pigment of whole uses, the usage quantity of above-mentioned polyurethanes dispersion agent is 1～200 mass parts normally, preferred 1～60 mass parts.During usage quantity less than 1 mass parts of polyurethanes dispersion agent, may reduce dispersing of pigments.On the other hand, when the usage quantity of polyurethanes dispersion agent surpasses 200 mass parts, may reduce development.
(organic solvent)
As the organic solvent that uses in the pigment dispersing agent of the present invention, can exemplify and be for example ether organic solvents such as methyl glycol, glycol monoethyl ether, ethylene glycol one isopropyl ether, ethylene glycol monobutyl ether, methyl carbitol, Diethylene Glycol one ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether; Ether-ether class organic solvents such as methyl glycol acetate, ethoxyethyl acetate(EA), butyl cellosolve acetate, propylene glycol monomethyl ether acetic ester, ethoxy propyl acetate; Organic solvent of ketone such as methyl iso-butyl ketone (MIBK), pimelinketone, 2-heptanone, δ-butyrolactone; Ester class organic solvents such as 2 hydroxy propanoic acid methyl esters, 2 hydroxy propanoic acid ethyl ester, 2-hydroxy-2-methyl ethyl propionate, 3-methyl-3-methoxyl group butyl propionic ester, 3-methoxypropionic acid methyl esters, 3-methoxy propyl acetoacetic ester, 3-ethoxy-propionic acid methyl esters, 3-ethoxyl ethyl propionate, ethoxy ethyl acetate, hydroxyl ethyl acetate, formic acid n-pentyl ester; Alcoholic solvents such as methyl alcohol, ethanol, Virahol, butanols; N-Methyl pyrrolidone, N, nitrogenous organic solvents such as dinethylformamide, N,N-dimethylacetamide.Above solvent separately or mix more than 2 kinds to use and all can.
(pigment dispersion aids)
The present invention is in order to improve dispersion stabilization and the flowability in pigment-dispersing, the preservation process, and is preferred and use pigment dispersion aids.
Pigment dispersion aids of the present invention can be used phthalocyanines derivates, anthraquinone derivatives, diketopyrrolopyrroles derivative, dianthraquinone analog derivative, dioxazines derivative, benzoglyoxaline ketone compounds, quinoline a word used for translation ketones derivant.According to the kind difference of pigment, can select to use separately or the pigment dispersion aids more than 2 kinds is used in combination.
In the colo(u)rant dispersion thing of the present invention, the usage quantity of above-mentioned pigment dispersion aids is generally below the 30 quality % of whole pigment, preferred 0.1～20 quality %.Even the usage quantity of pigment dispersion aids exceeds aforementioned range, this dispersing of pigments effect does not have the tendency of raising yet.
The preparation method of＜colo(u)rant dispersion thing 〉
Illustrate the method for using above material preparation colo(u)rant dispersion thing.
Colo(u)rant dispersion thing of the present invention can make by existing known method, for example preparation in accordance with the following methods.
At first, obtain the mixture that pigment dispersion aids is in case of necessity formed by pigment, pigment dispersing agent, organic solvent.Adopt various dispersion machines such as roller mill, kneader, high-speed stirring ball mill, ball mill, sand mill, ultrasonic dispersing machine, high pressure dispersion machine, the mixture that obtains is mixing, and dispersion treatment gets the colo(u)rant dispersion thing.
In addition, can comprise adhesive resin (alkali soluble resin, optical polymerism compound etc.) in the colo(u)rant dispersion thing of the present invention in advance.
＜colour filter colo(u)rant dispersion resist composition 〉
To be elaborated with colo(u)rant dispersion resist composition with the colour filter of colo(u)rant dispersion thing to containing above-mentioned colour filter below.
Above-mentioned colour filter is a kind of active energy ray-curable that has with colo(u)rant dispersion resist composition, the resist composition that can develop under alkalescence.Therefore, in above-mentioned colo(u)rant dispersion thing, add an amount of alkali soluble resin, optical polymerism compound, Photoepolymerizationinitiater initiater, can add the various additives such as adhering silane coupling agent, titanate coupling agent, UV light absorber, antioxidant of organic solvent, thermal polymerization inhibitor, raising and substrate in case of necessity.
Among the present invention, when the colour filter that is used for black matrix of the present invention is used to prepare black matrix with colo(u)rant dispersion resist composition, the usage quantity of pigment is preferably 5～60 quality %s with respect to colour filter with the mass fraction of whole solids fractions of colo(u)rant dispersion resist composition with the quantifier that closes of employed pigment in the composition, more preferably 10～30 quality % scopes.
In addition, when being used for each color pixel formation of colour filter, the usage quantity of pigment dyestuff is preferably 5～80 quality %s with respect to colour filter with the mass fraction of whole solids fractions of colo(u)rant dispersion resist composition with the quantifier that closes of employed pigment dyestuff in the composition, more preferably 20～50 quality % scopes.
Above-mentioned colour filter is with in the colo(u)rant dispersion resist composition, and with respect to the pigment dyestuff of 100 mass parts, the usage quantity of pigment dispersing agent is generally 1～200 mass parts, preferred 1～60 mass parts.During usefulness quantity not sufficient 1 mass parts of pigment dispersing agent, may reduce pigment-dispersing.On the other hand, when the usage quantity of pigment dispersing agent surpasses 200 mass parts, may reduce development.
Above-mentioned colour filter is with in the colo(u)rant dispersion resist composition, and the usage quantity of pigment dispersion aids is below the 30 quality % with respect to tinting pigment, preferred 0.1～20 quality %.Even the usage quantity of pigment dispersion aids surpasses 30 quality %, the colo(u)rant dispersion effect can not improve yet.
(alkali soluble resin)
Below, in order to give purposes such as developing property, as the alkali soluble resin that constitutes in the colour filter usefulness colo(u)rant dispersion resist composition of the present invention, get final product so long as have solubility, there is no other special qualifications for used photographic developer, particularly alkaline developer in the development treatment process when making colour filter.Wherein, preferably have the alkali soluble resin of carboxyl, the ethylene unsaturated monomer and other the polymerisable ethylene unsaturated monomers that particularly contain 1 above carboxyl carry out the polymer that polymerization forms.
Specifically be exemplified as: vinylformic acid, carboxylic ethylene unsaturated monomer such as methacrylic acid, and can with this contain carboxyl the ethylene unsaturated monomer copolymerization be selected from vinylbenzene, the 2-hydroxyethylmethacry,ate, 2-hydroxyethyl methacrylic ester, aryl-acrylic acid esters, the arylmethyl acrylate, the phenmethyl acrylate, the phenmethyl methacrylic ester, the cyclohexyl acrylate, the cyclohexyl methyl acrylate, the glycerol mono acrylic ester, the glycerol methacrylic ester, N-phenylmaleimide, at least a polymkeric substance in polystyrene macromolecular monomer and the polymethylmethacrylate macromonomer with ethylene unsaturated monomer formation.
Preferred 50～the 300mgKOH/g of the acid number of above-mentioned polymkeric substance.In the case, during acid number deficiency 50mgKOH/g, the resist composition tends to reduce to the solvability of alkaline-based developer.On the other hand, when acid number surpassed 300mgKOH/g, the resist composition was excessive to the solvability of alkaline-based developer, when developing by alkaline-based developer, is easy to cause that pigmented layer comes off from substrate, or the hackly tendency of pigmented layer surface film.
In addition, acid number of the present invention is theoretical acid number, is the numerical value that calculates according to the ethylene unsaturated monomer that contains carboxyl and its usage quantity.
The weight-average molecular weight of alkali soluble resin of the present invention is preferably 1,000～100,000 usually.When the weight-average molecular weight deficiency of alkali soluble resin 1,000 o'clock, its solvability to alkaline developer was too high, has the situation of the resist tunicle stripping that has cured.
On the one hand, when the weight-average molecular weight of alkali soluble resin surpasses at 100,000 o'clock, its solvability to organic solvent reduces, thereby cause on the substrate of resist tunicle uncured portion or produce scum silica frost on the light shield layer or film residual, and the viscosity of resist composition increases.
Above-mentioned colour filter is with in the colo(u)rant dispersion resist composition, and when counting 100 mass parts with the whole pigment that use, the usage quantity of above-mentioned alkali soluble resin is 10～1,000 mass parts normally, preferred 20～500 mass parts.When usage quantity less than 10 mass parts of alkali soluble resin, may occur as alkali-developable reduce, on the substrate of unexposed portion or produce scum silica frost or the residual phenomenon of film on the light shield layer.On the other hand, when the usage quantity of alkali soluble resin surpasses at 1,000 o'clock,, be difficult to reach the color depth that needs when making film because pigment concentration reduces relatively.
(optical polymerism compound)
Below, solidify tunicle in order to form at exposed portion, the present invention will describe with the optical polymerism compound in the colo(u)rant dispersion resist composition colour filter.
Above-mentioned optical polymerism compound can be exemplified as: intramolecularly contains monomer, oligomer of 1 above optical polymerism unsaturated link(age) etc.
The monomer that intramolecularly contains 1 optical polymerism unsaturated link(age) can be exemplified as: alkyl methacrylate or acrylate such as methyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylic ester, methyl acrylate, butyl acrylate, 2-ethylhexyl acrylate; Aralkyl such as benzyl methacrylate, benzyl acrylate methacrylic ester or acrylate; Alkoxyalkyl methacrylic ester or acrylate such as butoxyethyl group methacrylic ester, butoxyethyl group acrylate; N, N-dimethyl amino ethyl methacrylate, N, aminoalkyl group methacrylic ester or acrylate such as N-dimethyl amino ethyl acrylate; The methacrylic ester or the acrylate of polyalkylene glycol alkyl oxides such as diethylene glycol ether, triethylene glycol butyl ether, dipropyl enediol methyl ether; The methacrylic ester or the acrylate of polyalkylene glycol aryl ethers such as six ethylene glycol phenyl ether; Iso-borneol methacrylic ester or acrylate; Glycerol methacrylic ester or acrylate; 2-hydroxyethyl methacrylic ester or acrylate etc.
In addition, the monomer that intramolecularly contains 2 above optical polymerism unsaturated link(age)s can be exemplified as: bisphenol a dimethacrylate, 1, the 4-butylene glycol dimethacrylate, 1, the 3-butylene glycol dimethacrylate, the Diethylene Glycol dimethacrylate, the glycerol dimethacrylate, neopentylglycol dimethacrylate, polyethylene glycol dimethacrylate, polypropylene glycol dimethacrylate, the TEG dimethacrylate, trimethylolpropane trimethacrylate, five tetrahydroxybutane trimethacrylates, five tetrahydroxybutane tetramethyl-acrylate, two or five tetrahydroxybutane tetramethyl-acrylate, two or five tetrahydroxybutane hexamethyl acrylate, two or five tetrahydroxybutane pentamethyl-acrylate, bisphenol a diacrylate, 1, the 4-butylene glycol diacrylate, 1,3 butyleneglycol diacrylate, diethylene glycol diacrylate, the glycerol diacrylate, neopentylglycol diacrylate, polyethyleneglycol diacrylate, polypropyleneglycol diacrylate, tetraethylene glycol diacrylate, Viscoat 295, five tetrahydroxybutane triacrylates, five tetrahydroxybutane tetraacrylate, two or five tetrahydroxybutane tetraacrylate, two or five tetrahydroxybutanes, six acrylate, two or five tetrahydroxybutanes, five acrylate etc.These monomers may be used alone, two or more kinds can also be used in combination.
The usage quantity of the above-mentioned optical polymerism compound of the present invention is preferably 3～50 quality % with respect to colour filter with the mass fraction of all solids component in the colo(u)rant dispersion resist composition.
(Photoepolymerizationinitiater initiater)
In order to make optical polymerism carry out polymerization, as the Photoepolymerizationinitiater initiater that constitutes in the colour filter usefulness colo(u)rant dispersion resist composition of the present invention, exemplify but be not limited thereto and be benzophenone, N, N ' tetraethyl--4,4 '-diaminobenzophenone, 4-methoxyl group-4 '-dimethylamino benzophenone, benzyl, 2,2-diethoxy ethyl benzophenone, benzoin, the benzoin methyl ether, the benzoin isobutyl ether, benzyl dimethyl ketal, Alpha-hydroxy isobutyl-benzophenone, thioxanthone, the 2-chlorothiaxanthenone, the 1-hydroxycyclohexylphenylketone, tertiary butyl anthraquinone, 1-chloroanthraquinone, 2, the 3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 2-ethyl-anthraquinone, 1, the 4-naphthoquinones, 1,2-benzoyl anthraquinone, 1,4-dimethyl anthraquinone, 2-phenyl anthraquinone, 2-methyl isophthalic acid [4-methylthio group phenyl]-2-morpholino propyl group-1-ketone, triazines Photoepolymerizationinitiater initiater etc.These Photoepolymerizationinitiater initiaters can use separately or be used in combination more than 2 kinds.
The usage quantity of the above-mentioned Photoepolymerizationinitiater initiater of the present invention is preferably 1～20 quality % with respect to colour filter with the mass fraction of all solids component in the colo(u)rant dispersion resist composition.
(organic solvent)
Below, in order to dilute for suitable concentration, to improve flowability,, use the identical for example of colo(u)rant dispersion thing with above-mentioned colour filter as constituting the organic solvent of colour filter of the present invention with colo(u)rant dispersion resist composition, but preferred normal pressure (1.013 * 10
2KPa) boiling point is 100～220 ℃ ester class organic solvent, ether organic solvent, ether-ether class organic solvent, organic solvent of ketone, aromatic series hydrocarbon solvent and a nitrogenous class organic solvent time.
As these organic solvents, particularly can be with above-mentioned organic solvent identical for example.Even in these organic solvents, according to consideration to solvability, dispersiveness, coating etc., preferred diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, methyl glycol acetate, propylene glycol monomethyl ether acetic ester, ethoxy propyl acetate, pimelinketone, 2-heptanone, 2 hydroxy propanoic acid ethyl ester, 3-methyl-3-methoxyl group butyl propionic ester, 3-methylpropanoic acid ethyl ester, 3-ethoxy-propionic acid methyl esters, formic acid n-pentyl ester etc., especially preferred propylene glycol monomethyl ether acetic ester.
According to the solvability of above-mentioned alkali soluble resin, pigment-dispersing, coating etc., the content of these organic solvents is more than the 50 quality % of colour filter with whole organic solvents of colo(u)rant dispersion resist composition, more than the preferred 70 quality %.
In addition, when containing a large amount of boiling points at the organic solvent more than 220 ℃ in organic solvent, what coating formed films in the prebake process, and this organic solvent can not fully evaporate and remain in the dry coating, causes the thermotolerance of dry coating to reduce.In addition, when containing a large amount of boiling points in organic solvent, be difficult to obtain being coated with even, good the filming of surface smoothing at the organic solvent below 100 ℃.
(other additives)
Colour filter of the present invention can suitably use various additives such as other optical polymerism compound, thermal polymerization inhibitor, UV light absorber, oxidation inhibitor in case of necessity with colo(u)rant dispersion resist composition.
＜colour filter colo(u)rant dispersion resist preparation of compositions method 〉
Utilize above constituent material that colour filter colo(u)rant dispersion resist preparation of compositions method is described below.This is an example of embodiment preferred, but the present invention is not limited thereto.
In order to prepare colour filter of the present invention colo(u)rant dispersion resist composition by the constituent material of aforementioned record, can in the colo(u)rant dispersion thing that obtains by aforesaid method, add above-mentioned optical polymerism compound, Photoepolymerizationinitiater initiater, alkali soluble resin, add organic solvent and other additives in case of necessity, use whipping appts etc. mixes.
[embodiment]
Understand the present invention in detail by exemplifying following examples, but the present invention is not limited in this embodiment.In addition, if there is not special mark, " % " expression " quality % ", " part " expression " mass parts ".
[colour filter disperses thing, colour filter to disperse the resist composition with black pigment with black pigment]
＜pigment dispersing agent 〉
＜dispersion agent 1 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 220 parts of 2000 polycaprolactones, the fragment end has hydroxyl, molecular weight is 1000 polyoxyethylene glycol (trade(brand)name: ユ ニ オ Star Network ス M-1000 day oil (strain) manufacturing) 54.6 parts, 179.1 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 35.9 parts of 3-amino-9-ethyl carbazole again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 510g then, obtain pigment dispersing agent 1 (solids fraction 40%).(carbazole chain rate rate: about 50%)
＜dispersion agent 2 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 3000 polycaprolactones, 171.5 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 51.5 parts of 3-amino-9-ethyl carbazole again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 487g then, obtain pigment dispersing agent 2 (solids fraction 40%).(carbazole chain rate rate about 75%)
＜dispersion agent 3 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 220 parts of 2000 polycaprolactones, the fragment end has hydroxyl, molecular weight is 1000 polyoxyethylene glycol (trade(brand)name: ユ ニ オ Star Network ス M-1000 day oil (strain) manufacturing) 54.6 parts, 172.3 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 32.4 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 500g then, obtain pigment dispersing agent 3 (solids fraction 40%).(nitrogen benzide skeleton ratio: about 50%)
＜dispersion agent 4 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 1000 polycaprolactones, 222.8 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 34.9 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 475g then, obtain pigment dispersing agent 4 (solids fraction 40%).(nitrogen benzide skeleton ratio about 42%)
＜dispersion agent 5 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 1000 polycaprolactones, 173.3 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 17.3 parts of 3-amino-9-ethyl carbazole again, about 90 ℃ of following Xiao Chi 1 hour isocyanate group and amino are reacted, add Glycol Monomethyl ether acetic ester 436g then, obtain pigment dispersing agent 5 (solids fraction 40%).(carbazole chain rate rate: about 25%)
＜dispersion agent 6 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 1000 polycaprolactones, 173.3 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 16.3 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 435g then, obtain pigment dispersing agent 6 (solids fraction 40%).(nitrogen benzide skeleton ratio: about 25%)
＜dispersion agent 7 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 3000 polycaprolactones, 171.5 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 48.3 parts of 4-aminoazobenzenes again, when isocyanate group and amino being reacted in about 90 ℃ of following maintenances 1 hour, add Glycol Monomethyl ether acetic ester 482g then, obtain pigment dispersing agent 7 (solids fraction 40%).(nitrogen benzide skeleton ratio: about 75%)
＜dispersion agent 8 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 245 parts of 1000 polycaprolactones, 222.8 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 20.9 parts of 3-amino-14.9 parts of 9-ethyl carbazoles and 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 475g then, obtain pigment dispersing agent 8 (solids fraction 40%).(carbazole ring+nitrogen benzide skeleton ratio: about 42%)
＜dispersion agent 9 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 48.5 parts of 2000 polycaprolactones, 157.5 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 54.2 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 193g then, obtain pigment dispersing agent 9 (solids fraction 40%).(nitrogen benzide skeleton ratio: about 92%)
＜dispersion agent 10 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 160 parts of 2000 polycaprolactones, 47.3 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 1.5 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 254g then, obtain pigment dispersing agent 10 (solids fraction 40%).(nitrogen benzide skeleton ratio: about 8%)
＜dispersion agent 11 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 48.5 parts of 2000 polycaprolactones, 157.5 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 57.8 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 198g then, obtain pigment dispersing agent 11 (solids fraction 40%).(carbazole chain rate rate: about 92%)
＜dispersion agent 12 〉
To reflux condensing tube is installed, nitrogen ingress pipe, stirring rod, adding fragment end has hydroxyl in the four-hole boiling flask of thermometer, molecular weight is 160 parts of 2000 polycaprolactones, 47.3 parts of butylacetate 50% solution of tolylene diisocyanate class polymeric polyisocyanate (trade(brand)name: コ ロ ネ one ト 2030 Japanese Port リ ウ レ タ Application industry (strain) are made), descended maintenance 3 hours and isocyanate group and hydroxyl are reacted at about 80 ℃, add 1.5 parts of 4-aminoazobenzenes again, descended maintenance 1 hour and isocyanate group and amino are reacted at about 90 ℃, add Glycol Monomethyl ether acetic ester 254g then, obtain pigment dispersing agent 12 (solids fraction 40%).(carbazole chain rate rate: about 8%)
Above-mentioned carbazole ring and nitrogen benzide skeleton ratio are meant that the number of carbazole ring and nitrogen benzide skeleton reacts with respect to intramolecular isocyanate group, isocyanate group and the active hydrogen base of pigment dispersing agent and the ratio of 3 number sums of the urethane bond that forms and urea bond.
＜pigment 〉
Printex25
(carbon black that デ グ サ company makes, oil number: 45ml/100g, pH:9.3)
＜pigment dispersing agent 〉
BYK-167 (BYK-Chemie company makes, solids fraction 52%)
＜pigment dispersion aids 〉
ソ Le ス パ one ズ 5000 (Le one Block リ ゾ one Le company makes, the phthalocyanine pigment dispersing auxiliary)
＜alkali soluble resin 〉
ZAH-110 (trade(brand)name is combined and ground the acrylic resin varnish that chemistry (strain) is made)
＜optical polymerism compound 〉
DPEHA (two or five tetrahydroxybutanes, six acrylate)
＜Photoepolymerizationinitiater initiater 〉
イ Le ガ キ ユ ア 907 (チ バ ス ペ シ ヤ リ テ イ ケ ミ カ Le ズ company makes, 2-methyl isophthalic acid [4-(methylthio group) phenyl]-2-morpholino propane-1-ketone)
＜organic solvent 〉
PGMEA (Glycol Monomethyl ether acetic ester)
[colour filter of embodiment 1～8, comparative example 1～5 disperses thing, colour filter to disperse the resist preparation of compositions with black pigment with black pigment]
At first, the various raw materials that table 1 is formed mix, and use mixing 24 hours of ball mill, obtain colour filter and disperse thing (A)～(H), (M) with black pigment.
After disperseing thing (A)～(H), (M) further to press the uniform mixing of composition shown in the table 2 with black pigment above-mentioned colour filter with homogenizer with other raw materials, with the aperture is the strainer filtration of 3 μ m, makes the black matrix resist composition of embodiment 1～8, comparative example 5.(, therefore comparative example 1～4 not being estimated) owing in comparative example 1～4, all do not obtain colour filter and disperse thing (I)～(L) with black pigment
＜evaluation experimental 〉
(dispersion stabilization)
With each colour filter with black pigment disperse thing (A)～(H) and (M) and each colour filter of embodiment 1～8, comparative example 5 disperse the resist composition to add in the vial respectively with black pigment, after the preservation in airtight 7 days, press commentary price card standard and estimate under the room temperature.The result is shown in table 1 and 2.
A: think that tackify and sediment all do not exist.
B: think to have tackify and the sediment that recovers original degree behind the jog.
C: rock the tackify and the sediment that can not recover original degree energetically even think to exist.(the development latitude of resist pattern (マ one ジ Application))
Each black matrix of embodiment 1～8, comparative example 5 is coated on the glass substrate with the rotary coating machine with colo(u)rant dispersion resist composition, made the film thickness be coated with become 1 μ m, baked and banked up with earth in advance 3 minutes under 100 ℃.Afterwards, the area ratio that uses cured portion and uncured portion is that 20: 80, live width are the mask of the reticulation pattern of 25 μ m, adopts high pressure mercury vapour lamp, is 400mJ/cm in UV integrating light quantity
2Under expose.Filming of obtaining developed with 0.05% potassium hydroxide aqueous solution, measure time, estimate the development latitude from the resist composition that can remove unexposed portion to the resist composition of removing cured portion.The result is as shown in table 2.
(solvability again)
Each colour filter of embodiment 1～8, comparative example 5 is coated on the glass substrate with the rotary coating machine with colo(u)rant dispersion resist composition, made the film thickness be coated with become 1 μ m, baked and banked up with earth in advance 3 minutes under 100 ℃.When filming of obtaining immersed in 10 times of PGMEA solution more than the weight 5 minutes, measure the time till the dissolving of filming, press commentary price card standard and estimate solvability again.The result is as shown in table 2.(when disperseing the resist composition with rotary coating machine coating pigment in advance, coating adaptability reduced when it was poorly soluble again).
Zero: the dissolving fully again of filming
△: remove and dissolve again after part is filmed
*: the dissolving again of filming not
Table 1
(
*1) mixing (
Meat) lose flowability in the process, can't estimate.
Table 2
Utilizability on the industry
Colour filter of the present invention is highly suitable for colour liquid crystal display device with Pigments thing and the colour filter that contains this dispersion with the Pigments anti-corrosion agent composition.
Claims (3)
1. a colour filter colo(u)rant dispersion thing is characterized in that, contains pigment, pigment dispersing agent and organic solvent, and wherein, described pigment dispersing agent is the compound that satisfies following condition 1,
Condition 1: make intramolecularly have isocyanurate ring isocyanate compound isocyanate group with have active hydrogen at intramolecularly and also have the carbazole ring and/or the active hydrogen of the compound of nitrogen benzide skeleton reacts and the compound that obtains, the intramolecular carbazole ring of this compound is relative with the amount of nitrogen benzide skeleton to derive from isocyanate group or this isocyanate group of the isocyanate compound with isocyanurate ring and active hydrogen reacts the urethane bond of formation and 3 total amounts of urea bond are 15～85%.
2. colour filter colo(u)rant dispersion thing as claimed in claim 1, it also contains pigment dispersion aids.
3. a colour filter is characterized in that with colo(u)rant dispersion resist composition, contains the colour filter colo(u)rant dispersion thing just like claim 1 or 2 records.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2008253235 | 2008-09-30 | ||
| JP2008-253235 | 2008-09-30 |
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| CN101899241A true CN101899241A (en) | 2010-12-01 |
| CN101899241B CN101899241B (en) | 2014-05-28 |
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Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP5317908B2 (en) |
| KR (1) | KR101361371B1 (en) |
| CN (1) | CN101899241B (en) |
| TW (1) | TWI466957B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114539849A (en) * | 2020-11-25 | 2022-05-27 | 阪田油墨株式会社 | Pigment dispersion composition for black matrix, resist composition for black matrix, and black matrix |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| TWI422631B (en) * | 2011-06-30 | 2014-01-11 | Everlight Chem Ind Corp | Black resin composition, black matrix, and light blocking layer |
| TW201343805A (en) * | 2012-03-30 | 2013-11-01 | Dnp Fine Chemicals Co Ltd | Coloring pigment dispersion liquid for toner particles and toner for electrostatic charge image development |
| TW202346399A (en) * | 2022-03-18 | 2023-12-01 | 日商三菱化學股份有限公司 | Photosensitive resin composition, cured product, black matrix, and image display device |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4942213A (en) * | 1987-12-04 | 1990-07-17 | Byk-Chemie Gmbh | Addition compounds useful as dispersing agents and dispersion stabilizers, process for producing them, their use and solids coated therewith |
| CA2032992C (en) * | 1989-12-29 | 2001-04-10 | Peter H. Quednau | Dispersing agents, their use and solids coated therewith |
| CN101113224B (en) * | 2003-02-07 | 2010-08-18 | 三菱化学株式会社 | Colored resin composition, color filter, and liquid crystal display |
| JP2004292672A (en) * | 2003-03-27 | 2004-10-21 | Mikuni Color Ltd | Carbon black dispersion |
| JP4334273B2 (en) * | 2003-05-14 | 2009-09-30 | 大日本印刷株式会社 | Epoxy resin composition for inkjet ink for color filter, method for producing color filter, color filter, and display panel |
| JP2005232432A (en) * | 2003-10-22 | 2005-09-02 | Mitsubishi Chemicals Corp | Pigment dispersion, process for preparation of pigment dispersion, colored resin composition, color filter and liquid crystal display apparatus |
| JP3826145B2 (en) * | 2004-07-16 | 2006-09-27 | 株式会社クラレ | Condensing film, liquid crystal panel and backlight, and method for producing condensing film |
| KR20080032222A (en) * | 2005-07-25 | 2008-04-14 | 후지필름 가부시키가이샤 | Process for production of composition having organic particles dispersed therein |
| JP4689553B2 (en) * | 2006-08-11 | 2011-05-25 | 富士フイルム株式会社 | Photocurable coloring composition and color filter using the same |
-
2009
- 2009-09-25 JP JP2009220836A patent/JP5317908B2/en not_active Expired - Fee Related
- 2009-09-28 TW TW98132660A patent/TWI466957B/en not_active IP Right Cessation
- 2009-09-29 CN CN200910258428.5A patent/CN101899241B/en not_active Expired - Fee Related
- 2009-09-30 KR KR1020090092762A patent/KR101361371B1/en active IP Right Grant
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114539849A (en) * | 2020-11-25 | 2022-05-27 | 阪田油墨株式会社 | Pigment dispersion composition for black matrix, resist composition for black matrix, and black matrix |
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| Publication number | Publication date |
|---|---|
| CN101899241B (en) | 2014-05-28 |
| TW201030104A (en) | 2010-08-16 |
| KR20100037002A (en) | 2010-04-08 |
| JP5317908B2 (en) | 2013-10-16 |
| TWI466957B (en) | 2015-01-01 |
| KR101361371B1 (en) | 2014-02-10 |
| JP2010107965A (en) | 2010-05-13 |
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