CN105446076A - Color filter red color dispersion anticorrosive additive composition - Google Patents

Color filter red color dispersion anticorrosive additive composition Download PDF

Info

Publication number
CN105446076A
CN105446076A CN201510582270.2A CN201510582270A CN105446076A CN 105446076 A CN105446076 A CN 105446076A CN 201510582270 A CN201510582270 A CN 201510582270A CN 105446076 A CN105446076 A CN 105446076A
Authority
CN
China
Prior art keywords
pigment dispersion
paratonere
colored filter
agent composition
corrosion agent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201510582270.2A
Other languages
Chinese (zh)
Other versions
CN105446076B (en
Inventor
林明
平井淳一
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sakata Inx Corp
Original Assignee
Sakata Inx Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sakata Inx Corp filed Critical Sakata Inx Corp
Publication of CN105446076A publication Critical patent/CN105446076A/en
Application granted granted Critical
Publication of CN105446076B publication Critical patent/CN105446076B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Physics & Mathematics (AREA)
  • Optical Filters (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials For Photolithography (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Pigments, Carbon Blacks, Or Wood Stains (AREA)

Abstract

The subject of the invention aims at providing a color filter red color dispersion anticorrosive additive composition which has the excellent performance of dispersion stability, coloring power, brightness, fire-resistance, and solvent resistance, and comprises C.I. pigment red 221, C.I. pigment red 177, color dispersion assistant represented by formula (1)/(2), alkali soluble resin, a photopolymerizable composition, a photopolymerizable evocator and an organic solvent. (In the formula, X and Y are the same or not, and represent phenyl capable of being replaced by F,C1,Br, NO2,CH3 or CH3). M represents H, Na, K, NH4 or NR1R2R3R4 (R1,R2,R3,and R4 are the same or not, and represent carbon 1-10 saturation or unsaturation aliphatic acid alkyl radical capable of being replaced by other substituents, or carbon 1-10 aromatic series alkyl radical capable of being replaced by other substituents. m represents an integer greater than 1.

Description

Colored filter Red Pigment Dispersion anti-corrosion agent composition
Technical field
The present invention relates to the colored filter Red Pigment Dispersion anti-corrosion agent composition of the colored filter used for color liquid crystal display arrangement, imageing sensor etc.
Background technology
The colored filter that color liquid crystal display arrangement etc. utilize is made up of following: on the surface of the transparency carrier of glass etc. two or more different form and aspect of configured in parallel fine band (band) or fine pixel is configured according to sequence fixing in length and breadth.Pixel Dimensions is several 10 ~ several 100 μm of fine like this sizes, and each form and aspect fitly arrange according to the order of regulation.
Color liquid crystal display arrangement is make the white light from backlight through above-mentioned colored filter thus painted, and on picture color display.Therefore, as the key property of colored filter, high transparent is needed.Therefore, carry out dyeing and so-called decoration method etc. manufacture by using the dyestuff of excellence in color characteristic to be distributed in resin with molecular state in the past.But, in recent years along with the variation of purposes, when needs improve thermotolerance, photostability etc. for long term reliability, organic pigment can be used replace to the limited dyestuff of the raising of its reliability.In addition, about the autofrettage of colored filter, it is also proposed the various methods such as print process, ink-jet method, photoetching process.
And then, recently especially in order to advance the power saving of the liquid crystal indicator carrying instrument, need the colored filter with following pixel: the permeability improving visible ray, the display frame become clear can be obtained more efficiently in limited electric consumption, and the height contrastization of the high-precision refinement bringing general image can be realized.
The performance largely depending on the pigment be dispersed in each color pixel of colored filter through, contrast performance of above-mentioned visible ray, for the pixel of redness, only use a kind of pigment is difficult to the performance needed for realization, thus proposes the toner pigment share other.
Such as, propose the paratonere 177 relative to main red pigment, share the system (for example, referring to patent documentation 1) of toning red pigment.At this, as toning red pigment, the red pigment in 535 ~ 555nm wavelength region may with maximum absorption band can be set forth in, namely paratonere 5,9,10,17,48:1,48:2,48:3,48:4,52:2,119,166,216,224,226.But, for the common system of above-mentioned red pigment, limit is existed to the raising of above-mentioned transmitance, contrast performance.
And then, propose the system (for example, referring to patent documentation 2) share paratonere 177 or 254 in the paratonere 242 of main red pigment as toning red pigment.And, also proposed the system (for example, referring to patent documentation 3 and patent documentation 4) etc. share the red pigment of paratonere 177,207,209,224,242 etc. in the paratonere 254 of main red pigment as toning red pigment.
But, during as body pigment use paratonere 242, the partially yellow such problem of tone can be produced.On the other hand, when using paratonere 254, transmitance increases, but reduces the simultaneous contrast that the thickness of coloring film thickens.And then, from the characteristic of pigment, also there is the problem that solvent resistance is deteriorated or thermotolerance variation (generation sublimate) is such.
And in recent years by also adopting the backlight etc. of LED as light source, the color rendering region of colored filter expands.But because the wavelength being radiated at the light on each is different, available coloring pigment is limited.Such as, when using LED as the backlight of light source, for the combination of pigment as described above up to now, have to improve further the pigment concentration of pixel from the relation in the absorbing wavelength region of light.Therefore, exist as Red Pigment Dispersion anti-corrosion agent composition and need high concentration, the manufacture of composition self, through time stablize the problem of preserving and becoming difficulty.If in contrast, make the concentration that pigment concentration becomes in the past common, then the thickness that this time can be produced as the pixel film obtaining required color density becomes blocked up, manufactures colored filter and becomes the such problem of difficulty.
In order to solve this problem, when using pigment red179, the paratonere 208 of wavelength of the light be suitable for from LED illumination, even if the pigment concentration not improving pixel also can obtain color density, thickness becomes in controllable scope, but within the system, there is brightness and reduce such problem in essence.
And then, maintain high colouring power as the wavelength relative to the light from LED illumination and improve the method for brightness, thinking the red pigment (for example, referring to patent documentation 5) using paratonere 221 grade.
But, increase and guarantee that dispersion liquid ageing stability becomes difficulty because the viscosity of paratonere 221 in dispersion step raises, so the mobility, the ageing stability that are applicable to of dispersion liquid cannot be obtained by known method.
Prior art document
Patent documentation
Patent documentation 1 Japanese Unexamined Patent Publication 10-148712 publication
Patent documentation 2 Japanese Unexamined Patent Publication 11-014824 publication
Patent documentation 3 Japanese Unexamined Patent Publication 2002-372618 publication
Patent documentation 4 Japanese Unexamined Patent Publication 2003-248115 publication
Patent documentation 5 Japanese Unexamined Patent Publication 2012-208329 publication
Summary of the invention
Problem of the present invention is to provide the colored filter Red Pigment Dispersion anti-corrosion agent composition of dispersion stabilization, colouring power, contrast, brightness, thermotolerance and excellent solvent resistance.
By using body pigment as C.I. paratonere 221, using toner pigment as C.I. paratonere 177, even if use various backlight apparatus also can obtain high brightness, high-strength red pixel can be carried.Therefore need above-mentioned pigment particle and make its stable dispersion in colored filter Red Pigment Dispersion anti-corrosion agent composition, but fully cannot obtain the dispersion stabilization of the particulate of the pigment comprising C.I. paratonere 221 by technology in the past.
Therefore; the applicant conducts in-depth research improving the technology comprising the dispersion stabilization of the pigment particle of C.I. paratonere 221, found that in the particulate compound obtained by the pigment particle comprising C.I. paratonere 221, to add the specific pigment dispersion aids of the present invention, have the acrylic block copolymer of the amino and/or quaternary ammonium group of uncle and organic solvent and make it disperse to obtain the method that pigment dispersion made colored filter Red Pigment Dispersion anti-corrosion agent composition afterwards.For the colored filter Red Pigment Dispersion anti-corrosion agent composition obtained by the method, because the dispersion stabilization of the pigment particle comprising C.I. paratonere 221 significantly improves compared with conventional art, so can all solve problem of the present invention, thus complete the present invention.
That is, the present invention is as follows:
1. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, containing pigment dispersion aids, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent represented by C.I. paratonere 221, C.I. paratonere 177, general formula (1) and/or (2)
(in formula, X and Y is identical or different, and expression can by F, Cl, Br, NO 2, CH 3or OCH 3the phenyl replaced.M represents H, Na, K, NH 4or NR 1r 2r 3r 4(R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups.)。M represents the integer of more than 1.〕
2. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, for the colored filter Red Pigment Dispersion anti-corrosion agent composition of the pigment dispersion of the pigment dispersion containing C.I. paratonere 221, C.I. paratonere 177, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent
The pigment dispersion of described C.I. paratonere 221 for adding the pigment dispersion aids represented by general formula (1) and/or (2), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 221 micronize obtained
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (1) and/or (2), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained
(in formula, X and Y is identical or different, and expression can by F, Cl, Br, NO 2, CH 3or OCH 3the phenyl replaced, M represents H, Na, K, NH 4or NR 1r 2r 3r 4(R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups.)。M represents the integer of more than 1.〕
3. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, for the colored filter Red Pigment Dispersion anti-corrosion agent composition of the pigment dispersion of the pigment dispersion containing C.I. paratonere 221, C.I. paratonere 177, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent
The pigment dispersion of described C.I. paratonere 221 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 221 micronize obtained
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained
(in formula, M represents H, Na, K, NH 4or NR 1r 2r 3r 4(R 1, R 2, R 3and R 4identical or different, represent the saturated or undersaturated aliphatic alkyl of the carbon number 1 ~ 10 that can be replaced by other substituting groups, or the aromatic hydrocarbyl of the carbon number 6 ~ 10 that can be replaced by other substituting groups.)。M represents the integer of more than 1.〕
4. the Red Pigment Dispersion anti-corrosion agent composition of the colored filter according to any one of 1 ~ 3, is characterized in that, the pigment dispersion of described C.I. paratonere 221 contains that to have with C.I. paratonere 221 be the sulfonated bodies of the compound of identical skeleton.
5. the Red Pigment Dispersion anti-corrosion agent composition of the colored filter according to 4; it is characterized in that; the pigment dispersion of described paratonere 221 is under to have with C.I. paratonere 221 be the existence of the sulfonated bodies of the compound of identical skeleton; in particulate compound C.I. paratonere 221 micronize obtained, add the pigment dispersion aids represented by general formula (3) and/or (4), there is the acrylic block copolymer of the amino and/or quaternary ammonium group of uncle and organic solvent and make it disperse obtained pigment dispersion
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained.
6. the Red Pigment Dispersion anti-corrosion agent composition of the colored filter according to any one of 1 ~ 5, it is characterized in that, relative to total quality 100 mass parts of described C.I. paratonere 221, it is the barium sulphate of 5 ~ 20nm that the pigment dispersion of described C.I. paratonere 221 contains 5 ~ 15 mass parts primary particle sizes.
7. a colored filter, is characterized in that, the contrast (Bare:1000) of the colored filter obtained by the colored filter Red Pigment Dispersion anti-corrosion agent composition according to any one of 1 ~ 3 is more than 700.
According to the present invention, following effect can be obtained.
By using as colored filter pigment dispersion anti-corrosion agent composition, obtaining becoming applicable colourity x and the Red lightscreening plate of y, and then obtaining the display that brightness Y becomes clear more.
Thickness can be made thinning while scope pigment can being disperseed the viscosity of anti-corrosion agent composition become applicable, the manufacture of colored filter can not have difficulties.
Colored filter pigment can be made to disperse anti-corrosion agent composition to have excellent dispersion stabilization.
The Red lightscreening plate of solvent resistance and excellent heat resistance can be provided.
Embodiment
Below, colored filter Red Pigment Dispersion anti-corrosion agent composition of the present invention (following, also referred to as " pigment dispersion anti-corrosion agent composition ") is further elaborated.
(pigment)
Colored filter Red Pigment Dispersion anti-corrosion agent composition of the present invention is the composition containing C.I. paratonere 221 and C.I. paratonere 177, also above-mentioned pigment can directly be added as colored filter Red Pigment Dispersion anti-corrosion agent composition, or also can add general formula (1) and/or the pigment dispersion aids represented by (2) in advance in above-mentioned pigment, there is acrylic block copolymer and the organic solvent of uncle's amino and/or quaternary ammonium group, alkali soluble resin as required make it disperse and become the pigment dispersion of C.I. paratonere 221 and the pigment dispersion of C.I. paratonere 177 further, it is made to contain above-mentioned pigment dispersion afterwards.
Owing to using the dispersion anti-corrosion agent composition of the pigment containing this pigment dispersion thus obtaining colored filter, so this colored filter can be high-contrast, high brightness, high-fire resistance, high solvent resistance.
Relative to the total quality of above-mentioned pigment, the content of preferred above-mentioned C.I. paratonere 221 is more than 30 quality %, be less than 100 quality %, further preferably more than 40 quality %, be less than 60 quality %, preferred C.I. paratonere 177 for be less than 70 quality %, further preferably more than 40 quality %, be less than 60 quality %.When the content of above-mentioned C.I. paratonere 221 is less than 30 quality %, sometimes the colourity x that is applicable to and y cannot be obtained as Red lightscreening plate.
Preferred above-mentioned C.I. paratonere 221 and the respective average primary particle diameter of C.I. paratonere 177 are 30 ~ 50nm.By having the mean grain size of above-mentioned scope, the reflection manifested by obtained colored filter becomes higher contrast.
And in the present invention, above-mentioned mean grain size refers to the volume average particle size measured by laser diffraction formula granulometry, determinator: Nanotrac (UPA-EX150, Ji Zhuan Inc.).
In the present invention, except above-mentioned coloring pigment, in the scope not damaging effect of the present invention, also can add other pigment of mixing.As other pigment above-mentioned, include, for example yellow uitramarine, orange pigment etc.
The use amount of the pigment in the present invention disperses the total solid composition of anti-corrosion agent composition as mass fraction, with the total gauge of the pigment used preferably 5 ~ 80 quality %, more preferably 20 ~ 50 quality % relative to pigment.
(pigment dispersion aids)
The pigment dispersion aids of pigment of the present invention dispersion contained by anti-corrosion agent composition preferably containing as the compound represented by following general formula (1) and/or general formula (2) pigment dispersion aids (A) (following, also referred to as " pigment dispersion aids (A) ".) and there is the pigment dispersion aids (B) of the sulfonated bodies of the compound of identical skeleton (below, also referred to as " pigment dispersion aids (B) " as with C.I. paratonere 221.) both of 2 kinds of pigment dispersion aids, also can only contain pigment dispersion aids (A) and not contain pigment dispersion aids (B).
Preferably comprise both of pigment dispersion aids (A) and pigment dispersion aids (B).
As pigment dispersion aids used in the present invention (A), use above-mentioned general formula (1) and/or the compound represented by general formula (2).
In above-mentioned general formula (1) and (2), X and Y is identical or different, and expression can by F, Cl, Br, NO 2, CH 3or OCH 3the phenyl replaced.M represents H, Na, K, NH 4or NR 1r 2r 3r 4.
The M of above-mentioned general formula (1) and (2) is NR 1r 2r 3r 4time each R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups.
At this, as above-mentioned saturated or undersaturated aliphatic alkyl, the alkyl of methyl, ethyl, propyl group, isopropyl, butyl, isobutyl, sec-butyl, the tert-butyl group, amyl group, hexyl, octyl group, decyl etc. can be enumerated; The alkenyl of vinyl, allyl, 1-butenyl group etc.; The alkynyl etc. of ethinyl, propinyl etc.As above-mentioned aromatic hydrocarbyl, phenyl, naphthyl etc. can be enumerated.
And, as other substituting group above-mentioned, hydroxyl, halogen, carboxyl, amino, low alkyl group (carbon number 1 ~ 5) etc. can be enumerated.And, above-mentioned R 1r 2r 3and R 4can wherein 1 replaced by other substituting groups, also can more than 2 replaced by other substituting groups.And then " m " of above-mentioned general formula (1) and (2) is the integer of more than 1.
In above-mentioned pigment dispersion aids (A), the dynamic isomer that compound represented by above-mentioned general formula (1) is enol form, compound represented by above-mentioned general formula (2) is ketone type, pigment dispersion anti-corrosion agent composition of the present invention can comprise two compounds.Namely the pigment dispersion aids (A) in the present invention comprises the situation of the compound represented by above-mentioned general formula (1) or general formula (2), and any one in both of compound represented by above-mentioned general formula (1) and general formula (2) situations about forming.
As the preference of pigment dispersion aids (A), even if by under the state of organic pigment fine dispersion, from while can obtaining that there is good mobility and dispersion stabilization, the viewpoint that the transparency, colouring power are in higher levels of pigment dispersion is set out, also the sulfonated bodies (following general formula (3) and/or general formula (4)) of preferred C.I. paratonere 2.
Relative to total 100 mass parts of each pigment, the use amount of above-mentioned pigment dispersion aids (A) is 0.5 ~ 30 mass parts, preferably 3 ~ 15 mass parts, relative to total 100 mass parts of each pigment, the use amount as the sulfonated bodies of the above-mentioned C.I. paratonere 221 of pigment dispersion aids (B) is 0.5 ~ 30 mass parts, preferably 3 ~ 15 mass parts.
(there is the acrylic block copolymer of uncle's amino and/or quaternary ammonium group)
Pigment dispersion anti-corrosion agent composition of the present invention contains the acrylic block copolymer with uncle's amino and/or quaternary ammonium group.
As the acrylic block copolymer with uncle's amino and/or quaternary ammonium group in the present invention, such as, DISPERBYK-2000, DISPERBYK-2001, DISPERBYK-2020, DISPERBYK-2025, BYK-LPN21116, BYK-LPN22102 (more than, Bi Ke chemistry (BYK) Inc.) can be enumerated.
In pigment dispersion anti-corrosion agent composition of the present invention, relative to total organic pigment 100 mass parts used, there is content usual preferably 1 ~ 200 mass parts, more preferably 1 ~ 60 mass parts of the acrylic block copolymer of above-mentioned uncle amino and/or quaternary ammonium group.When the content with the acrylic block copolymer of the amino and/or quaternary ammonium group of uncle is less than 1 mass parts, pigment-dispersing reduces sometimes, on the other hand, when more than 200 mass parts, has the possibility of resulting visualization reduction etc.
(alkali soluble resin)
Pigment dispersion anti-corrosion agent composition of the present invention contains alkali soluble resin.
As alkali soluble resin, as long as when manufacturing colored filter to imaging liquid used in its video picture treatment process, particularly preferably alkali imaging liquid has the alkali soluble resin of solubility, is not particularly limited.Wherein, as above-mentioned alkali soluble resin, preferably there is the alkali soluble resin of carboxyl, particularly preferably there is the ethylene unsaturated monomer of the carboxyl of more than 1 and other can the multipolymer of ethylene unsaturated monomer of copolymerization.
The ethylene unsaturated monomer that there is more than 1 carboxyl as above-mentioned and other can the multipolymer of ethylene unsaturated monomer of copolymerization, specifically, acrylic acid can be enumerated, the ethylene unsaturated monomer that methacrylic acid etc. have a carboxyl can the styrene of copolymerization with the ethylene unsaturated monomer be selected from having carboxyl, 2-hydroxyethylmethacry,ate, 2-hydroxyethylacrylate methyl esters, aryl-acrylic acid esters, aromatic substituted acrylic acid methyl esters, benzyl acrylate, benzyl acrylic methyl esters, cyclohexylacrylic ester, cyclohexylacrylic methyl esters, glyceryl mono acrylic ester, glyceryl methyl acrylate, N-phenylmaleimide, the multipolymer of the ethylene unsaturated monomer of at least a kind in Group-capped Polystyrene Macromer and polymethylmethacrylate macromonomer.
As the acid number of above-mentioned alkali soluble resin, preferably 50 ~ 300mgKOH/g.Now, when acid number is less than 50mgKOH/g, there is the possibility that anti-corrosion agent composition reduces the dissolubility of alkali imaging liquid.On the other hand, when more than 300mgKOH/g, the dissolubility of alkali imaging liquid is become excessive, when carrying out video picture by alkali imaging liquid, exist and bring from the coarse possibility of the film on the coming off of the substrate of dyed layer, dyed layer surface.
And in the present invention, above-mentioned acid number is theoretical acid number, it is the value of trying to achieve based on the ethylene unsaturated monomer and its content arithmetic with carboxyl.
Containing alkali soluble resin in pigment dispersion anti-corrosion agent composition of the present invention, its content is preferably a small amount of from the viewpoint of dispersiveness during pigment dispersion described later, dispersion stabilization.
Therefore, preferably contain at least one of the pigment dispersion of C.I. paratonere 221 and the pigment dispersion of C.I. paratonere 177, and, also can be different from above-mentioned pigment dispersion and add, thus obtain colored filter Red Pigment Dispersion anti-corrosion agent composition.
The matter average molecular weight of the alkali soluble resin in the present invention usually preferably 1,000 ~ 100,000.The matter average molecular weight of alkali soluble resin is less than 1, when 000, sometimes the dissolubility of alkali developer is raised, imaging characteristics reduce.On the other hand, during more than 100,000, dissolubility in organic solvent reduces and the viscosity of anti-corrosion agent composition increases sometimes.
And in the present invention, the matter average molecular weight of the above-mentioned alkali soluble resin matter average molecular weight of polystyrene conversion for obtaining based on GPC.In the present invention, use Water2690 (water generation Inc.) as device, use PLgel5 μM of IXED-D (PolymerLaboratories Inc.) as chromatographic column.
In pigment dispersion anti-corrosion agent composition of the present invention, relative to contained total organic pigment 100 mass parts, content usual preferably 10 ~ 1,000 mass parts, more preferably 20 ~ 500 mass parts of above-mentioned alkali soluble resin.
When the content of above-mentioned alkali soluble resin is less than 10 mass parts, such as, there is the resulting visualization reduction of alkali or on the substrate in unexposed portion or on light shield layer, produce the residual possibility of scum silica frost, film.On the other hand, when more than 1, during 000 mass parts, due to organic pigment relative concentration reduce, be difficult to as film the possibility reaching aim colour density so exist.
(photopolymerizable compound)
Containing photopolymerizable compound in pigment dispersion anti-corrosion agent composition of the present invention.
As photopolymerizable compound of the present invention, the monomer, oligomer etc. with more than 1 optical polymerism unsaturated link can be enumerated in molecule.Optical polymerism unsaturated link refers to by the polymerisable unsaturated link of following effects: Photoepolymerizationinitiater initiater described later produces free radical, kation by the active energy ray of ultraviolet, electron ray etc. when decomposing.
As the monomer in molecule with 1 optical polymerism unsaturated link, alkyl acrylic methyl esters or the acrylate of methyl methacrylate, butyl methacrylate, 2-ethylhexyl methyl acrylate, methacrylate (methylacrylate), butyl propyleneglycol acid esters, 2-ethylhexyl acrylate etc. can be illustrated; The aralkyl methyl acrylate of benzyl acrylic methyl esters, benzyl acrylate etc. or acrylate; The alkoxyalkyl methyl acrylate of butoxyethyl group methyl acrylate, butoxyethyl group acrylate etc. or acrylate; The aminoalkyl methyl acrylate of the acid of N, N-dimethylaminoethylacryl methyl esters, N, N-dimethyl amino ethyl acrylate etc. or acrylate; The methacrylate (methacrylicacidester) of the alkyl ether of diethylene glycol ethyl ether, triethylene glycol butyl ether, dipropylene glycol methyl ether etc. or acrylate; The methacrylate (methacrylicacidester) of the poly alkylene glycol aryl ether of six ethylene glycol phenyl ether etc. or acrylate; Isobornyl acid methyl esters or acrylate; Glyceryl methyl acrylate or acrylate; 2-hydroxyethyl methyl esters or acrylate etc.
And, as the monomer in molecule with more than 2 optical polymerism unsaturated links, bisphenol A dimethacrylate methyl esters can be enumerated, BDO diacrylate methyl esters, 1,3-BDO diacrylate methyl esters, diethylene glycol diacrylate methyl esters, glyceryl diacrylate methyl esters, neopentyl glycol diacrylate methyl esters, polyglycol diacrylate methyl esters, polypropylene glycol diacrylate methyl esters, TEG diacrylate methyl esters, trimethylolpropane tris methyl acrylate, pentaerythrite three methyl acrylate, pentaerythrite tetrapropylene acid methyl esters, dipentaerythritol tetrapropylene acid methyl esters, dipentaerythritol six methyl acrylate, dipentaerythritol five methyl acrylate, bisphenol a diacrylate, BDO diacrylate, 1,3-BDO diacrylate, diethylene glycol diacrylate, glyceryl diacrylate, neopentylglycol diacrylate, polyethyleneglycol diacrylate, polypropyleneglycol diacrylate, tetraethylene glycol diacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, tetramethylol methane tetraacrylate, dipentaerythritol tetraacrylate, dipentaerythritol acrylate, Dipentaerythritol Pentaacrylate etc.Can be used singly or two or more kinds in combination as these monomers.
In the present invention, relative to the total solid composition in pigment dispersion anti-corrosion agent composition, the content of above-mentioned photopolymerizable compound is preferably in the scope of 3 ~ 50 quality %.
(Photoepolymerizationinitiater initiater)
Pigment dispersion anti-corrosion agent composition of the present invention contains Photoepolymerizationinitiater initiater.
As the Photoepolymerizationinitiater initiater in the present invention, as long as pass through irradiation ultraviolet radiation, the active energy ray of electron ray etc. can produce free radical, kation, be not particularly limited, such as, benzophenone can be enumerated, N, N '-tetraethyl-4, 4 '-diaminobenzophenone, 4-methoxyl-4 '-dimethylamino benzophenone, benzil, 2, 2-diethoxy acetophenone, styrax, styrax methyl ether, benzoin isobutyl butyl ether, benzyl dimethyl ketal, Alpha-hydroxy isobutyl benzophenone, thioxanthones, CTX, 1-hydroxycyclohexyl phenyl ketone, tert-butyl group anthraquinone, 1-chloroanthraquinone, 2, 3-dichloroanthraquinone, 3-chloro-2-methyl anthraquinone, 2-EAQ, 1, 4-naphthoquinones, 1, 2-benzo anthraquinone, 1, 4-dimethyl anthraquinone, 2-benzene anthraquinone, 2-methyl isophthalic acid [4-(methyl mercapto) phenyl]-2-morpholinyl propyl-1-ketone, triazines Photoepolymerizationinitiater initiater etc.These Photoepolymerizationinitiater initiaters can be used singly or two or more kinds in combination.
In the present invention, the content of above-mentioned Photoepolymerizationinitiater initiater disperses the total solid composition in anti-corrosion agent composition, the preferably scope of 1 ~ 20 quality % relative to pigment.
(organic solvent)
Pigment dispersion of the present invention contains organic solvent.
As the organic solvent in the present invention, the organic solvent that compatibly utilizes of field of ink, Tu material, liquid crystal color filter resist, ink-jet can be illustrated in.Specifically, the ether organic solvent of ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, TC, propylene glycol monomethyl ether, propylene glycol monoethyl, glycol monobutyl ether, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether etc. can be illustrated; The ether based organic solvent of ethylene glycol monomethyl ether acetic acid ester, ethylene glycol monomethyl ether acetate, ethylene glycol monobutyl ether acetic acid esters, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters etc.; The organic solvent of ketone of methyl isobutyl ketone, cyclohexanone, 2-HEPTANONE, δ-butyrolactone etc.; The based organic solvent of 2 hydroxy propanoic acid methyl esters, 2 hydroxy propanoic acid ethyl ester, 2-hydroxy-2-methyl ethyl propionate, 3-methyl-3-methoxybutyl propionic ester, 3-methoxy methyl propionate, 3-methoxypropionate, 3-ethoxypropanoate, 3-ethoxyl ethyl propionate, ethoxy ethyl acetate, hydroxyl ethyl acetate, formic acid-n-pentyl ester etc.; The alcohols solvent of methyl alcohol, ethanol, isopropyl alcohol, butanols etc.; The nitrogenous class organic solvent etc. of 1-METHYLPYRROLIDONE, DMF, DMA etc.These can separately or two or more be used in combination.
In these organic solvents, in dissolubility, dispersiveness, coating etc., preferred diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, ethylene glycol monomethyl ether acetic acid ester, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters, cyclohexanone, 2-HEPTANONE, 2 hydroxy propanoic acid ethyl ester, 3-methyl-3-methoxybutyl propionic ester, 3-methoxypropionate, 3-ethoxypropanoate, formic acid-n-pentyl ester etc., more preferably propylene glycol monomethyl ether.
And then, these organic solvents from the viewpoint of the dissolubility, pigment-dispersing, coating etc. of above-mentioned alkali soluble resin, preferably containing more than 50 quality % in Red Pigment Dispersion anti-corrosion agent composition, more preferably containing more than 70 quality %.
(other compositions)
In order to improve thermotolerance, the brightness of pigment dispersion of the present invention, preferably containing barium sulphate.In the present invention, the content of barium sulphate is 0 ~ 15 quality %, preferably 5 ~ 12 quality % relative to above-mentioned each pigment 100 mass parts.When above-mentioned barium sulphate is more than 15 mass parts, colouring power significantly reduces.The primary particle size of preferred above-mentioned barium sulphate is 5 ~ 20nm.When the primary particle size of above-mentioned barium sulphate is more than 20nm, there is the trend that contrast reduces, produces foreign matter.Above-mentioned barium sulphate uses when the dispersion of the pigment of micronize process or after dispersion.
And pigment dispersion anti-corrosion agent composition of the present invention also suitably can use the various adjuvants of hot polymerization inhibitor, ultraviolet light absorber, antioxidant etc. as required.
(manufacture method of pigment dispersion)
Pigment dispersion in the present invention, such as, can be manufactured by following method for making by above constituent material.
First, micronize process (process of salt mill) is carried out thus the pigment obtained through micronize process to each untreated pigment.More preferably be carry out micronize process under the existence of the pigment dispersion aids of the sulfonated bodies of the compound of identical skeleton as having with each pigment.By being carry out micronize process under the existence of the pigment dispersion aids of the sulfonated bodies of the compound of identical skeleton as having with each pigment, can miniaturization equably while the crystallization suppressing pigment.The particle diameter of the dispersion liquid be made up of the pigment through miniaturization is about 50 ~ 70nm.
The use amount of this pigment dispersion aids is 0.5 ~ 30 mass parts, preferably 3 ~ 10 mass parts relative to pigment 100 mass parts.
As above-mentioned micronize process; can enumerate and use kneader, make 3 stirring scratch boards carry out spinning motion separately while carry out the kneading device etc. of revolution motion, be ground by pigment inorganic salts under the existence of the sulfonated bodies of the compound of identical skeleton thus ground by the salt of further for the primary particle size of pigment miniaturization to process having with pigment.Under such existence that to have with pigment be the sulfonated bodies of the compound of identical skeleton, carry out salt grind and process the pigment obtained and carry out micronize to make primary particle size fine further and evenly.And, also by make 3 stirring scratch boards carry out separately spinning motion carry out the kneading device of revolution motion salt mill process be called TRI-MIX process especially.
Below, TRI-MIX process is further elaborated.
Above-mentioned TRI-MIX is treated to by comprising pigment, water-soluble inorganic salt is (following, also referred to as " inorganic salts ") and in fact not the potpourri of the water soluble disperse medium (following, also referred to as " dispersion medium ") of dissolve inorganic salts carry out the mixing rear removing inorganic salts of kneading device of revolution motion and dispersion medium carries out with making 3 stirring scratch boards carry out spinning motion.
In this process, use 3 stirring scratch boards to carry out planetary motion as kneading device and namely carry out the kneading device that spinning motion carries out revolution motion.Accordingly, mutual and stirring scratch board and device inner face the dead angle of stirring scratch board becomes considerably less, can obtain more powerful, uniform shearing force.The pigment particle size carrying out grinding process by inorganic salts under this shearing force becomes finer than primary particle size and evenly, can obtain the transparency, contrast than higher colored filter compared with the past.
And, refer to that stirring scratch board carries out the motion of turn-taking in still at this " revolution motion ".And " making stirring scratch board carry out the kneading device of revolution motion " refers to and originally makes stirring scratch board self carry out moving and make it carry out the kneading device of circus movement in still.But in this manual, as long as still identical with the relative motion of stirring scratch board (such as, making still rotate etc.), then its kneading device is contained in " making stirring scratch board carry out the kneading device of revolution motion ".
And then, as the structure of kneading device, preferably meet the condition of following (1) and (2).
(1) relative to the plane orthogonal with the axis of rotation of 3 stirring scratch boards, be equilateral triangle using the triangle that the point that 3 axis of rotation intersect obtains as summit.
(2) hollow shaft intersects at this equilateral barycenter oftriangle position.
And stirring scratch board preferably has from the length of bottom to liquid level of still and the width from the degree of inwall to center of still.As such kneading device, such as, TRI-MIX (aboveground manufacturing company system) etc. can be enumerated.
And, can utilize in this process and in still, add pigment, inorganic salts and dispersion medium carry out mixing wet treatment method.
As above-mentioned inorganic salts, as long as be not particularly limited for water-soluble, but from the view point of cost, preferably use salt (sodium chloride).
And the particle diameter of above-mentioned inorganic salts is preferably less than 200 μm, more preferably less than 50 μm.Accordingly, the particle diameter of coloring pigment can be made more finer and evenly than primary particle size.
And in the present invention, the particle diameter of above-mentioned inorganic salts refers to the volume average particle size measured by laser diffraction formula granulometry, determinator: Nanotrac (UPA-EX150, Ji Zhuan Inc.).
As above-mentioned dispersion medium, as long as have the water soluble disperse medium of following two conditions, namely water-soluble with not dissolve inorganic salts, be not particularly limited.Wherein, because temperature when salt grinds raises and solvent becomes the state being easy to evaporate, so be the high boiling solvent of more than 120 DEG C from the preferred boiling point of the viewpoint of security.
As such water soluble disperse medium, include, for example the alkoxy alcohols of 2-methyl cellosolve, butoxy ethanol, 2-(isoamoxy) ethanol, 2-(own oxygen base) ethanol, 1-methoxy-2-propanol, 1-ethoxy-2-propyl alcohol etc.; The di-alcohols of diethylene glycol, triethylene glycol, liquid macrogol, dipropylene glycol, molecular weight polypropylene glycol etc.; The ethers etc. of diethylene glycol monomethyl ether, TC, diethylene glycol monobutyl ether, triethylene glycol monomethyl ether, DPGME, dihydroxypropane single-ethyl ether etc.
As the method using above material and device to carry out TRI-MIX process, following method etc. can be enumerated.
Be the pigment dispersion aids of the sulfonated bodies of the compound of identical skeleton using pigment, as having with each pigment, inorganic salts and dispersion medium join in still.Then, make 3 of kneading device stirring scratch boards carry out spinning motion carry out revolution motion thus pigment inorganic salts are carried out grinding process.Thereafter, the material adding warm water and become pulpous state carried out filtering and pass through to wash residual inorganic salts and dispersion medium are removed.Grind in process at this pigment, preferably suitably regulate the addition (viscosity) of material, the internal diameter etc. of still, to give full play to for mixing stress.Such as, be preferably as follows and carry out coordinating, processing, to use load current during above-mentioned TRI-MIX process to become the scope of 50% ~ 85% of the load current value of engine.
Then, above-mentioned each particulate compound and above-mentioned each potpourri with the amino and/or acrylic block copolymer of quaternary ammonium group of uncle, above-mentioned pigment dispersion aids (A), above-mentioned alkali soluble resin, organic solvent and barium sulphate is as required obtained comprising.Use the various dispersion machines of roller mill, kneader, high-speed stirring apparatus, ball mill, bowl mill, sand mill, ultrasonic dispersing machine, high pressure dispersing machine etc. to carry out mixing, dispersion treatment in obtained each potpourri, thus obtain each pigment dispersion.And, also can make in pigment dispersion in advance containing photopolymerizable compound.
(manufacture method of pigment dispersion anti-corrosion agent composition)
The method obtaining pigment of the present invention dispersion anti-corrosion agent composition from each pigment dispersion is described.
About the method obtaining pigment of the present invention dispersion anti-corrosion agent composition from each pigment dispersion, such as, obtain by following (1), (2).
(1) after each pigment dispersion of C.I. paratonere 221 pigment dispersion and C.I. paratonere 177 pigment dispersion being mixed into the pigment proportion of regulation, add photopolymerizable compound, Photoepolymerizationinitiater initiater, remaining alkali soluble resin, organic solvent, barium sulphate as required, thus obtain pigment dispersion anti-corrosion agent composition.
(2) in each pigment dispersion, add photopolymerizable compound, Photoepolymerizationinitiater initiater, remaining alkali soluble resin, organic solvent, barium sulphate as required thus after obtaining each pigment dispersion anti-corrosion agent composition, disperse anti-corrosion agent composition to be mixed into the pigment proportion of regulation C.I. paratonere 264 pigment dispersion anti-corrosion agent composition and C.I. paratonere 177 pigment, thus obtain pigment dispersion anti-corrosion agent composition.
Use the pigment dispersion anti-corrosion agent composition obtained by said method to manufacture colored filter, to become the thickness of regulation, can obtain contrast (Bare:1000) is thus the colored filter of more than 700.
And, the condition determination of the contrast in the present invention is as follows, using the thickness of colored filter as 1.0 μm, by the color characteristic (x of its each resist, y, Y) contrast (Bare:1000) when being colourity x=0.6730, y=0.3200 by the value that spectrophotometer (Inc. of Shimadzu Seisakusho Ltd., UV-2500PC, illuminant-C 2 ° of visuals field) measures.
In the present invention, more preferably more than 700 (Bare:1000), further preferably more than 705 are spent as a comparison.
Embodiment
Below enumerate embodiment and in further detail the present invention is described, but the present invention is not limited to these embodiments.And when not having special declaration, " % " refers to the meaning of " quality % ", " part " refers to the meaning of " mass parts ".And, in this instructions, the registered trademark that " TRI-MIX " is Inoue MFG. Inc., the registered trademark that " gorgeous good solid " is CibaJapan company.
< pigment dispersion aids >
(sulfonated bodies of C.I. paratonere 221)
In 100ml Erlenmeyer flask, add the 30ml concentrated sulphuric acid, by magnetic stirrer while drop into 10gC.I. paratonere 221, at room temperature stir 30 minutes.In 1L beaker, load the potpourri of 50g water and 50g ice, above-mentioned reactant is poured in this frozen water, by magnetic stirrer 30 minutes.It is under reduced pressure filtered washing, then by obtained solid drying, thus obtain the sulfonated bodies of 12gC.I. paratonere 221.
(sulfonated bodies of C.I. paratonere 2)
In 100ml Erlenmeyer flask, add the 30ml concentrated sulphuric acid, by magnetic stirrer while drop into 10gC.I. paratonere 2, at room temperature stir 30 minutes.In 1L beaker, load the potpourri of 50g water and 50g ice, above-mentioned reactant is poured in this frozen water, by magnetic stirrer 30 minutes.It is under reduced pressure filtered washing, then by obtained solid drying, thus obtain the sulfonated bodies of 12gC.I. paratonere 2.
(sulfonated bodies of C.I. pigment orange 71)
In 100ml Erlenmeyer flask, add the 30ml concentrated sulphuric acid, by magnetic stirrer while drop into 10gC.I. pigment orange 71, at room temperature stir 30 minutes.In 1L beaker, load the potpourri of 50g water and 50g ice, above-mentioned reactant is poured in this frozen water, by magnetic stirrer 30 minutes.It is under reduced pressure filtered washing, then by obtained solid drying, thus obtain the sulfonated bodies of 12gC.I. pigment orange 71.
< micronize process >
Preparation example 1 (micronize process PR221 (paratonere 221))
Sodium chloride, 1920 parts of diethylene glycols of 800 parts of C.I. paratoneres, 221,8000 parts of particle diameters 20 μm are dropped in the still of TRI-MIXTX-15 (trade name, aboveground making made).In the scope of 70% becoming load current value 9.3A, and within mixing 3 hours, carry out the process of salt mill at 45 DEG C.Next the mixing thing obtained 1300 parts drops in the warm water of 3 liters, 70 DEG C of heating while stirring becomes pulpous state in 1 hour.Repeatedly filter, wash removing sodium chloride and diethylene glycol after, at 40 DEG C of dry diels, obtain the micronize process PR221 of 720 parts.
Preparation example 2 (the micronize process PR221 (paratonere 221) containing pigment dispersion aids)
Sodium chloride, 1920 parts of diethylene glycols of the sulfonated bodies of 800 parts of C.I. paratoneres, 221,40 parts of C.I. paratoneres 221,8000 parts of particle diameters 20 μm are dropped in the still of TRI-MIXTX-15 (trade name, aboveground making made).In the scope of 70% becoming load current value 9.3A, and within mixing 3 hours, carry out the process of salt mill at 45 DEG C.Next the mixing thing obtained 1300 parts drops in the warm water of 3 liters, 70 DEG C of heating while stirring becomes pulpous state in 1 hour.After repeatedly filtering, washing removing sodium chloride and diethylene glycol, at 40 DEG C of dry diels, obtain 740 parts of micronize process PR221 containing pigment dispersion aids.
Preparation example 3 (the micronize process PR254 (paratonere 254) containing pigment dispersion aids)
Sodium chloride, 1920 parts of diethylene glycols of the sulfonated bodies of 800 parts of C.I. paratoneres, 254,40 parts of C.I. pigment oranges 71,8000 parts of particle diameters 20 μm are dropped in the still of TRI-MIXTX-15 (trade name, aboveground making made).In the scope of 70% becoming load current value 9.3A, and within mixing 3 hours, carry out the process of salt mill at 45 DEG C.Next the mixing thing obtained 1300 parts drops in the warm water of 3 liters, 70 DEG C of heating while stirring becomes pulpous state in 1 hour.After repeatedly filtering, washing removing sodium chloride and diethylene glycol, at 40 DEG C of dry diels, obtain 740 parts of micronize process PR254 containing pigment dispersion aids.
Preparation example 4 (micronize process PR177 (paratonere 177))
Sodium chloride, 1920 parts of diethylene glycols of 800 parts of C.I. paratoneres, 177,8000 parts of particle diameters 20 μm are dropped in the still of TRI-MIXTX-15 (trade name, aboveground manufacturing company system).In the scope of 70% becoming load current value 9.3A, and within mixing 3 hours, carry out the process of salt mill at 45 DEG C.Next the mixing thing obtained 1300 parts drops in the warm water of 3 liters, 70 DEG C of heating while stirring becomes pulpous state in 1 hour.Repeatedly filter, wash removing sodium chloride and diethylene glycol after, at 40 DEG C of dry diels, obtain the micronize process PR177 of 720 parts.
< has the acrylic block copolymer > of uncle's amino and/or quaternary ammonium group
BYK-LPN22102 (Bi Ke chemistry (BYK) Inc.), solid component concentration 40 quality %
< alkali soluble resin >
BzMA/MAA multipolymer (benzyl acrylic methyl esters/methacrylic acid copolymer, theoretical acid number: 120mgKOH/g, matter average molecular weight: 25,000)
< photopolymerizable compound >
DPEHA (dipentaerythritol acrylate)
< Photoepolymerizationinitiater initiater >
Gorgeous good solid 369 (CibaJapan Inc., 2-benzyl-2-(dimethylamino)-1-(4-morpholinyl phenyl)-butanone-1)
< organic solvent >
PGMEA (propylene glycol monomethyl ether)
< barium sulphate >
BF-40 (average primary particle diameter 0.01 μm, Sakai chemical industrial company system)
(manufacture of dispersion liquid and anti-corrosion agent composition)
< Red Pigment Dispersion thing >
As the composition of table 1, each particulate compound of each dispersion liquid is mixed with other each compositions, with ball mill at the temperature of 40 ~ 50 DEG C mixing 3 hours thus obtain each Red Pigment Dispersion thing.
< colored filter pigment dispersion anti-corrosion agent composition >
By each pigment dispensing composition obtained by above-mentioned operation and other materials (BzMA/MAA multipolymer, DPEHA, gorgeous good solid, PGMEA) in order to after the composition becoming table 1 uses homo-mixer Homogeneous phase mixing, filter with the filtrator in 3 μm, aperture, and obtain each colored filter Red Pigment Dispersion anti-corrosion agent composition.
The colored filter Red Pigment Dispersion anti-corrosion agent composition > of < embodiment, comparative example
Each colored filter Red Pigment Dispersion anti-corrosion agent composition is combined to become the cooperation shown in table 2, thus obtains the colored filter Red Pigment Dispersion anti-corrosion agent composition of embodiment 1 ~ 9, comparative example 1 ~ 3.
Evaluation method
Carry out following evaluation, evaluation result is shown in table 1 and table 2.
< viscosity >
Colored filter pigment for embodiment and comparative example disperses anti-corrosion agent composition, gather respectively into vial, plug is tight and in room temperature preservation after 1 day, use E type viscosity meter (Toki Sangyo Co., Ltd.'s system, R100 type Viscometer Model RE100L) measures the viscosity at 25 DEG C.Viscosity more lazy flow is better, then mean as pigment dispersion more excellent.
< dispersion stabilization >
Gather the colored filter pigment dispersion anti-corrosion agent composition of embodiment and comparative example into vial respectively, plug is tight at room temperature to be preserved after 7 days, its state is evaluated according to following evaluation criterion.
Zero: thickening, sediment all do not find.
△: the thickening, the sediment that recover degree originally when finding vibration gently.
×: even if find that intense oscillations does not recover thickening, the sediment of degree originally yet.
The < colored filter evaluation > of the color characteristic of pigment dispersion anti-corrosion agent composition
Be that the color characteristic (x, y, Y) of the embodiment of 1.0 μm and each resist of comparative example uses spectrophotometer (Inc. of Shimadzu Seisakusho Ltd., UV-2500PC, illuminant-C 2 ° of visuals field) to measure by above-mentioned thickness.At this, in embodiment 1 ~ 3 and comparative example 1, try to achieve contrast, brightness Y, thickness when colourity x=0.6730, y=0.3200.In embodiment 4 ~ 6 and comparative example 2, try to achieve contrast, brightness Y, thickness when colourity x=0.6700, y=0.3122.In embodiment 7 ~ 9 and comparative example 3, try to achieve contrast, brightness Y, thickness when colourity x=0.6800, y=0.3150.
< thermotolerance >
Sol evenning machine (spincoater) coating is used to make thickness become 1.0 μm on the glass substrate the colored filter pigment dispersion anti-corrosion agent composition of embodiment and comparative example, and expose with high-pressure sodium lamp after 3 minutes 100 DEG C of preliminary dryings (pre-bake), then after 270 DEG C, dry (post-bake) 60 minutes further.Thereafter, the surface of obtained resist film is observed by microscope (Co., Ltd. KEYENCE system, VHS-500, multiplying power 500 times), and with the shaggy degree of pigment distillation in drying after observing, and evaluate according to following metewand.
Zero: do not find rough surface
×: find rough surface
< solvent resistance >
The test substrate used in the evaluation of above-mentioned color characteristic is flooded 30 minutes in 1-METHYLPYRROLIDONE.After substrate is taken out, evaluate according to following metewand.
Zero: the stripping not finding film
×: the stripping finding film
Table 1
Table 2
According to the example of embodiment 1 ~ 3, bright when brightness during required colourity x=0.6730, y=0.3200 as colored filter is 15.90 ~ 16.00.And then contrast now, relative to 1000 in Bare, is that 730 any one is all high in embodiment 1 and 2, according to being 530 fully high during embodiment 3.And, any one thermotolerance in the colored filter of embodiment 1 ~ 3 and solvent resistance all good.
In contrast, according to when not using the comparative example 1 of C.I. paratonere 221, the brightness of the colored filter obtained is good, but contrast, thermotolerance and poor solvent resistance.
Same trend in embodiment 4 ~ 6 combination with comparative example 2, and is also confirmed in embodiment 7 ~ 9 with the combination of comparative example 3.
According to above result, compared with use C.I. paratonere 254, more significant effect can be played by adopting C.I. paratonere 221.

Claims (7)

1. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, containing pigment dispersion aids, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent represented by C.I. paratonere 221, C.I. paratonere 177, general formula (1) and/or (2)
In formula, X and Y is identical or different, and expression can by F, Cl, Br, NO 2, CH 3or OCH 3the phenyl replaced, M represents H, Na, K, NH 4or NR 1r 2r 3r 4, wherein R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups, m represents the integer of more than 1.
2. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, for the colored filter Red Pigment Dispersion anti-corrosion agent composition of the pigment dispersion of the pigment dispersion containing C.I. paratonere 221, C.I. paratonere 177, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent
The pigment dispersion of described C.I. paratonere 221 for adding the pigment dispersion aids represented by general formula (1) and/or (2), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 221 micronize obtained
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (1) and/or (2), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained
In formula, X and Y is identical or different, and expression can by F, Cl, Br, NO 2, CH 3or OCH 3the phenyl replaced, M represents H, Na, K, NH 4or NR 1r 2r 3r 4, wherein R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups, m represents the integer of more than 1.
3. a colored filter Red Pigment Dispersion anti-corrosion agent composition, it is characterized in that, for the colored filter Red Pigment Dispersion anti-corrosion agent composition of the pigment dispersion of the pigment dispersion containing C.I. paratonere 221, C.I. paratonere 177, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and organic solvent
The pigment dispersion of described C.I. paratonere 221 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 221 micronize obtained
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained
In formula, M represents H, Na, K, NH 4or NR 1r 2r 3r 4, wherein R 1, R 2, R 3and R 4identical or different, represent the aromatic hydrocarbyl of the saturated or undersaturated aliphatic alkyl of carbon number 1 ~ 10 that can be replaced by other substituting groups or the carbon number 6 ~ 10 that can be replaced by other substituting groups, m represents the integer of more than 1.
4. the Red Pigment Dispersion anti-corrosion agent composition of the colored filter according to any one of claims 1 to 3, it is characterized in that, the pigment dispersion of described C.I. paratonere 221 contains that to have with C.I. paratonere 221 be the sulfonated bodies of the compound of identical skeleton.
5. colored filter Red Pigment Dispersion anti-corrosion agent composition according to claim 4; it is characterized in that; the pigment dispersion of described paratonere 221 is under to have with C.I. paratonere 221 be the existence of the sulfonated bodies of the compound of identical skeleton; in particulate compound C.I. paratonere 221 micronize obtained, add the pigment dispersion aids represented by general formula (3) and/or (4), there is the acrylic block copolymer of the amino and/or quaternary ammonium group of uncle and organic solvent and make it disperse obtained pigment dispersion
The pigment dispersion of described C.I. paratonere 177 for adding the pigment dispersion aids represented by general formula (3) and/or (4), the acrylic block copolymer with uncle's amino and/or quaternary ammonium group and organic solvent and making it disperse obtained pigment dispersion in particulate compound C.I. paratonere 177 micronize obtained.
6. the Red Pigment Dispersion anti-corrosion agent composition of the colored filter according to any one of Claims 1 to 5, it is characterized in that, relative to total quality 100 mass parts of described C.I. paratonere 221, it is the barium sulphate of 5 ~ 20nm that the pigment dispersion of described C.I. paratonere 221 contains 5 ~ 15 mass parts primary particle sizes.
7. a colored filter, is characterized in that, contrast and the Bare:1000 of the colored filter obtained by the colored filter Red Pigment Dispersion anti-corrosion agent composition according to any one of claims 1 to 3 are more than 700.
CN201510582270.2A 2014-09-18 2015-09-14 Red pigment dispersion corrosion-resisting agent composition for colour filter Active CN105446076B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2014190489A JP6371652B2 (en) 2014-09-18 2014-09-18 Red pigment dispersed resist composition for color filter
JP2014-190489 2014-09-18

Publications (2)

Publication Number Publication Date
CN105446076A true CN105446076A (en) 2016-03-30
CN105446076B CN105446076B (en) 2021-01-05

Family

ID=55556430

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201510582270.2A Active CN105446076B (en) 2014-09-18 2015-09-14 Red pigment dispersion corrosion-resisting agent composition for colour filter

Country Status (4)

Country Link
JP (1) JP6371652B2 (en)
KR (1) KR102397914B1 (en)
CN (1) CN105446076B (en)
TW (1) TWI660240B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111303659A (en) * 2020-04-14 2020-06-19 联仕(昆山)化学材料有限公司 Preparation of superfine red pigment dispersion particles for color filter

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3524645A4 (en) 2016-10-07 2020-07-01 M. Technique Co., Ltd. Production method for organic pigment composition, coating film production method, and method for evaluating brightness of coating film
KR20200087675A (en) 2019-01-11 2020-07-21 산요 시키소 가부시키가이샤 Azo pigment composition and manufacturing method thereof
JP7338127B2 (en) 2019-03-13 2023-09-05 山陽色素株式会社 Azo pigment dispersion containing pigment derivative and coloring composition for coating film formation

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10300920A (en) * 1997-04-28 1998-11-13 Sumitomo Chem Co Ltd Color composition for color filter and color filter
CN101809094A (en) * 2007-09-27 2010-08-18 阪田油墨株式会社 Pigment dispersion assistant, pigment dispersion containing the same, and use of the pigment dispersion
JP2011095313A (en) * 2009-10-27 2011-05-12 Toppan Printing Co Ltd Color filter
JP2011162722A (en) * 2010-02-12 2011-08-25 Sakata Corp Red pigment dispersion for color filter, manufacturing method for the same, and pigment-dispersed resist composition for color filter containing the same
CN102719148A (en) * 2007-06-21 2012-10-10 三菱化学株式会社 Pigment dispersion, coloring composition for color filter, color filter, liquid crystal display and organic el display
CN103424988A (en) * 2012-05-23 2013-12-04 阪田油墨股份有限公司 Red coloring composition for color filter

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3756594B2 (en) 1996-11-20 2006-03-15 東洋インキ製造株式会社 Coloring composition for color filter and color filter
JP3924872B2 (en) 1997-04-28 2007-06-06 住友化学株式会社 Red composition for color filter and color filter
JP2002372618A (en) 2001-06-14 2002-12-26 Fujifilm Arch Co Ltd Red hardening composition for color filter and color filter using the same
JP3900078B2 (en) 2001-12-18 2007-04-04 Jsr株式会社 Radiation sensitive composition for color filter, color filter, and color liquid crystal display device
KR20110045530A (en) * 2009-10-27 2011-05-04 동우 화인켐 주식회사 Red colored photosensitive resin composition, color filter and liquid crystal display device having the same
CN102445783A (en) * 2010-10-08 2012-05-09 奇美实业股份有限公司 Multicolor liquid crystal display device
JP2012136582A (en) * 2010-12-24 2012-07-19 Toyo Ink Sc Holdings Co Ltd Ink composition and packaging material
JP2012208329A (en) * 2011-03-30 2012-10-25 Toyo Ink Sc Holdings Co Ltd Color-filter coloring composition
JP6078242B2 (en) * 2012-07-03 2017-02-08 サカタインクス株式会社 Red coloring composition for color filter

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10300920A (en) * 1997-04-28 1998-11-13 Sumitomo Chem Co Ltd Color composition for color filter and color filter
CN102719148A (en) * 2007-06-21 2012-10-10 三菱化学株式会社 Pigment dispersion, coloring composition for color filter, color filter, liquid crystal display and organic el display
CN101809094A (en) * 2007-09-27 2010-08-18 阪田油墨株式会社 Pigment dispersion assistant, pigment dispersion containing the same, and use of the pigment dispersion
JP2011095313A (en) * 2009-10-27 2011-05-12 Toppan Printing Co Ltd Color filter
JP2011162722A (en) * 2010-02-12 2011-08-25 Sakata Corp Red pigment dispersion for color filter, manufacturing method for the same, and pigment-dispersed resist composition for color filter containing the same
CN103424988A (en) * 2012-05-23 2013-12-04 阪田油墨股份有限公司 Red coloring composition for color filter

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111303659A (en) * 2020-04-14 2020-06-19 联仕(昆山)化学材料有限公司 Preparation of superfine red pigment dispersion particles for color filter

Also Published As

Publication number Publication date
TWI660240B (en) 2019-05-21
JP6371652B2 (en) 2018-08-08
KR20160033601A (en) 2016-03-28
KR102397914B1 (en) 2022-05-12
JP2016061979A (en) 2016-04-25
CN105446076B (en) 2021-01-05
TW201624113A (en) 2016-07-01

Similar Documents

Publication Publication Date Title
TWI460233B (en) Pigment dispersion composition, colored photosensitive composition, photocurable composition, color filter, liquid display device, and solid imaging device
JP5662034B2 (en) Red pigment dispersion for color filter, method for producing the same, and pigment dispersion resist composition for color filter containing the same
CN105612440B (en) Colored filter Red Pigment Dispersion anti-corrosion agent composition
JP5329817B2 (en) Color filter pigment dispersion and color filter pigment dispersion resist composition containing the same
KR101555723B1 (en) Pigment dispersion assistant, pigment dispersion containing the same, and use of the pigment dispersion
JP2014002314A (en) Green coloring composition for color filter
JP5932435B2 (en) Blue pigment dispersion composition for color filter and blue pigment dispersion resist composition for color filter containing the same
JP5902553B2 (en) Red coloring composition for color filter
CN105446076A (en) Color filter red color dispersion anticorrosive additive composition
JP2009282251A (en) Color composition for black matrix
JPWO2007142293A1 (en) Red coloring composition for color filter
JP2020132776A (en) Coloring composition, and coloring resist composition containing the same
KR102425989B1 (en) A red coloring agent composition for a color filter
JP5317908B2 (en) Color filter pigment dispersion and color filter pigment dispersion resist composition containing the same
JP6078242B2 (en) Red coloring composition for color filter
JP2009280741A (en) Red pigment dispersion product and red pigment dispersing resist composition for color filter containing the same
JP2009001617A (en) Treated organic pigment and application thereof
JP3954863B2 (en) Red pigment dispersed resist composition for color filter
KR101617444B1 (en) Pigment dispersion aid, pigment dispersion and pigment-based resist composition for color filter
JP2003066224A (en) Pigment composition for color filter and color filter
JP2015022185A (en) Color filter red coloring composition
JP2014089439A (en) Red pigment dispersion composition for color filter

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant