CN107229183A - Red sensitive resin combination, the colour filter manufactured using it and the display element comprising the colour filter - Google Patents
Red sensitive resin combination, the colour filter manufactured using it and the display element comprising the colour filter Download PDFInfo
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- CN107229183A CN107229183A CN201710178183.XA CN201710178183A CN107229183A CN 107229183 A CN107229183 A CN 107229183A CN 201710178183 A CN201710178183 A CN 201710178183A CN 107229183 A CN107229183 A CN 107229183A
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- China
- Prior art keywords
- pigment
- resin combination
- sensitive resin
- weight
- red sensitive
- Prior art date
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
Abstract
The colour filter that is manufactured the present invention relates to red sensitive resin combination, using it and include the display element of above-mentioned colour filter, said composition includes colouring agent, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent, above-mentioned colouring agent (A) includes red pigment and black pigment, it is characterized in that, above-mentioned red sensitive resin combination is when being formed as the cured film with 3 μ m thicks, it is less than 20% in the spectral-transmission favtor of 430~590nm wavelength, the spectral-transmission favtor at 635~780nm wavelength is more than 70% and less than 90%.The red sensitive resin combination of the present invention, it is characterised in that while substituting Polarizer in display element, can solve the problem that the problem of high color reproduction and machinability of conventional red sensitive resin combination are not enough.
Description
Technical field
The colour filter manufactured the present invention relates to red sensitive resin combination, using it and the display comprising the colour filter
Element.
Background technology
Recently, is formed on the flexible substrate being made up of the plastics such as flexible raw material display part, distribution etc., so that
The flexible display element that image shows can also be carried out and attract attention recently by being bent even if as paper.
The application of flexible display element is varied, is not only applicable to the monitor and television set of computer, and
Personal Portable device is applied to, especially, organic light-emitting display device (Organic Light Emitting Display；
OLED) with liquid crystal display device (Liquid Crystal Display；LCD it is) different, it is not necessary to light source in addition, therefore can be real
The thickness of existing relative thin, in this respect, for flexible display element, in actively research organic illuminating element.
On the other hand,, must when being compared with present various display product for practically application flexibility display element
Must be achievable panchromatic, power consumption must diminish, and also must easily be read even in outdoor.
In the sense that, organic illuminating element is due to realizing panchromatic possibility and low power consumption, quick
Response speed advantage, therefore become as the most useful resource of the light source of flexible display element.With regard to present organic hair
, it is necessary to for protecting organic illuminating element from oxygen and the encapsulating barrier (encapsulation of moisture influence for optical element
Barrier) layer, also, in order to read (outdoor readability), it is necessary to Polarizer even in outdoor also easy
(polarizer) to maintain high light dark ratio (contrast ratio).
But, if Polarizer of the application with hard characteristic, the flexibility reduction of flexible display element can be produced
Shortcoming.If on the contrary, do not apply Polarizer, outer light transmissive enters after flexible display element, then secondary reflection and outgoing, simultaneously
With the light colour mixture sent originally by organic illuminating element, the light dark ratio under external light source significantly reduces.
Thus, it is improved in positive research recently, is used as an example, KR published patent 10-2013-
In No. 0134494, it is proposed that different containing the colouring agent comprising green colourant and yellow colorants, resin glue and closing
Proposed in the ink composition of cyanic acid ester group, KR published patent the 10-2013-0134498th containing comprising red stain
With the ink composition of the colouring agent of green colourant, resin glue and blocked isocyanate base.But, in above-mentioned existing skill
In the case of art, the range of choice of colorant is restricted when haveing the shortcomings that to realize high color reproduction, while various color region
Realization it is not enough, moreover, there is line defect and the machinability deficiency such as sapping in terms of patternability, so that at this
Lasting improve is required in technical field.
Prior art literature
Patent document
Patent document 1：KR published patent the 10-2013-0134494th
Patent document 2：KR published patent the 10-2013-0134498th
The content of the invention
The invention problem to be solved
Therefore, it is an object of the invention to solve the problem of conventional machinability is not enough there is provided can substitute Polarizer,
The pixel formation red sensitive resin combination of high color reproduction can be realized simultaneously.
In addition, it is an object of the invention to provide the colour filter and bag manufactured using above-mentioned red sensitive resin combination
Display element containing above-mentioned colour filter.
Means for solving the problems
The present invention provides red sensitive resin combination, and the red sensitive resin combination can comprising colouring agent, alkali
Soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent, above-mentioned colouring agent include red pigment and black pigment,
Characterized in that, above-mentioned red sensitive resin combination is when being formed as the cured film with 3 μm of thickness, 430~
Spectral-transmission favtor at 590nm wavelength is less than 20%, the spectral-transmission favtor at 635~780nm wavelength for more than 70% and
Less than 90%.
In one embodiment, when above-mentioned red sensitive resin combination is formed as the cured film with 3 μm of thickness,
Spectral-transmission favtor at 430~590nm wavelength can be less than 20%, be formed as in above-mentioned red sensitive resin combination
During cured film with 3 μm of thickness, spectral-transmission favtor at 635~780nm wavelength is more than 70% and less than 90%.
In another embodiment, the cured film with 3 μm of thickness is formed as in above-mentioned red sensitive resin combination
When, spectral-transmission favtor at 635~780nm wavelength can be more than 80% and less than 90%.
In another embodiment, above-mentioned red pigment can be selected from C.I. pigment red179s, C.I. paratoneres 177, C.I.
More than a kind in paratonere 209, C.I. paratoneres 242 and C.I. paratoneres 254.
In another embodiment, above-mentioned black pigment can be selected from by red, cyan, the green pigment mixed,
C.I. pigment black 1, C.I. pigment blacks 7, carbon black, organic black pigments and titanium it is black in more than a kind.
In another embodiment, on the basis of the solid constituent total content of colorant, the black of 0.5~10 weight % can be included
Color pigment.
In another embodiment, the weight ratio of red pigment and black pigment can be 99.9~80：20~0.1.
In another embodiment, relative to the feline amount in red sensitive resin combination, it can include
The weight % of colouring agent 10~80, the weight % of alkali soluble resin 5~80, photopolymerizable compound 5~50 weight %, it is solvable with alkali
Property resin and photopolymerizable compound the parts by weight of solid constituent total content 100 on the basis of, can comprising 0.1~40 parts by weight
Photoepolymerizationinitiater initiater, relative to the gross weight of red sensitive resin combination, can include 25~80 weight % solvent.
In another embodiment, colouring agent can further include yellow uitramarine.
In another embodiment, on the basis of the parts by weight of total content 100 of red pigment and black pigment, 3 can be included
The yellow uitramarine of~30 parts by weight.
In another embodiment, yellow uitramarine can be selected from C.I. pigment yellow 13s 8, C.I. pigment yellow 13s 9 and C.I. face
More than a kind in material Huang 150.
In another embodiment, the acid number of alkali soluble resin can be 30~150mgKOH/g, glass transition temperature
It can be more than 100 DEG C.
In addition, the present invention provides the colour filter manufactured using above-mentioned red sensitive resin combination, above-mentioned colour filter
It is characterised by, even if without using Polarizer, it may have high color reproduction.
And then, the present invention provides the display element for including above-mentioned colour filter.
In one embodiment, red light source can be included.
In another embodiment, display element can be organic illuminating element.
In another embodiment, display element can be flexible display element.
The effect of invention
The red sensitive resin combination of the present invention, it is characterised in that while replacing Polarizer in display element
It can solve the problem that the problem of high color reproduction and machinability of conventional pixel formation red sensitive resin combination are not enough.
Especially, it is characterised in that above-mentioned red sensitive resin combination when being formed as the cured film with 3 μm of thickness,
Spectral-transmission favtor at 430~590nm wavelength is less than 20%, and above-mentioned red sensitive resin combination is being formed as having 3 μ
During the cured film of m thickness, the spectral-transmission favtor at 635~780nm wavelength is more than 70% and less than 90%.Above-mentioned red
Photosensitive polymer combination is when being formed as the cured film with 3 μm of thickness, the spectral transmission at 430~590nm wavelength
In the case that rate is more than 20%, the problem of excitation that there is red is reduced, the spectral-transmission favtor at 635~780nm wavelength
In the case of 70%, although external light reflection works well, but the reduction of brightness can cause visuality bad, more than 90%
In the case of, although brightness is good, but external light reflection effect very little..
Brief description of the drawings
Fig. 1~Fig. 3 is denoted as the spectral-transmission favtor based on wavelength of the result of experimental example 2.Especially, Fig. 2 is expression
The figure of spectral-transmission favtor under 430~590nm of the result based on experimental example 2, Fig. 3 is result of the expression based on experimental example 2
The figure of spectral-transmission favtor under 635~775nm.
Embodiment
The colour filter manufactured the present invention relates to red sensitive resin combination, using it and showing comprising above-mentioned colour filter
Show element.
It is a feature of the present invention that as the composition of red sensitive resin combination, passing through pigment dispensing composition bag
Containing red pigment and black pigment as neccessary composition, so as to can also realize colour developing even if without using Polarizer, particularly show
The spectral-transmission favtor of particular range in the wavelength band of particular range is shown.
The present invention is explained below.
Colouring agent (A)
, can the coloring containing 10~80 weight % relative to the feline amount in red sensitive resin combination
Agent, can preferably contain 20~60 weight %, it is highly preferred that can contain 30~50 weight %.
Contained pigment (a1) must include red pigment and black pigment in above-mentioned colouring agent.Above-mentioned red pigment with
The weight ratio of black pigment can be 99.9~80：20~0.1, it is preferable that can be 99.5~90：10~0.5.Meet above-mentioned
, can be to realizing that scenario described below is favourable in the case of scope：Be formed as in above-mentioned red sensitive resin combination with 3 μm of thickness
During the cured film of degree, the spectral-transmission favtor at 430~590nm wavelength is less than 20%, in above-mentioned red sensitive resin group
When compound is formed as the cured film with 3 μm of thickness, spectral-transmission favtor at 635~780nm wavelength for more than 70% and
Less than 90%.
When above-mentioned red sensitive resin combination is formed as the cured film with 3 μm of thickness, in 430~590nm ripples
In the case that the spectral-transmission favtor of strong point is more than 20%, the problem of excitation that there is red is reduced, in 635~780nm wavelength
In the case that the spectral-transmission favtor at place is less than 70%, although external light reflection works well, but the decline of brightness causes visuality can
Bad, in the case of more than 90%, although brightness is good, but external light reflection effect may very little.
Workable black pigment, black pigment used in the art can be used with no particular limitation in the present invention,
For example can be black by pigment, C.I. pigment blacks 1, C.I. pigment blacks 7, carbon black, Organic Black, the titanium of red, cyan and green mixing
Deng being each used alone or be used in mixed way two or more, it is preferable that a kind in carbon black and Organic Black can be used,
It is highly preferred that carbon black can be used.
In the present invention, on the basis of the feline amount of colorant, black pigment can be 0.5~10 weight %, on
Stating colorant means dyestuff and pigment contained in pigment dispensing composition., then can be in anti-external light reflection when meeting said reference
Effect and visual aspect are favourable.
Colouring agent is explained below.
Pigment (a1)
Pigment (a1) must include red pigment and black pigment.
The red pigment of the present invention, for example, it may be selected from C.I. paratoneres 177, C.I. pigment red179s, C.I. pigment
Red 202, C.I. paratoneres 206, C.I. Pigment Red 207s, C.I. paratoneres 208, C.I. paratoneres 209, C.I. pigment red 21s 5,
C.I. pigment red 21 6, C.I. paratoneres 220, C.I. paratoneres 224, C.I. paratoneres 226, C.I. paratoneres 242, C.I. face
Expect red 243, C.I. paratoneres 245, C.I. paratoneres 254, C.I. paratoneres 255, C.I. paratoneres 264 and C.I. paratoneres
More than a kind in 265, wherein, preferably C.I. pigment red179s, C.I. paratoneres 177, paratonere 209, C.I. paratoneres 242,
With C.I. paratoneres 254.Red pigment more preferably C.I. paratoneres 177, C.I. pigment red179s and paratonere 254.
The black pigment of the present invention can use carbon black；Organic black pigments；Titanium is black；Mixed with by red, cyan and green
Dispersible pigment dispersion, C.I. pigment blacks 1, C.I. pigment blacks 7 of conjunction etc..
More specifically, above-mentioned black pigment can be by the way that carbon black to be mixed to, manufactured mixing with the coloring pigment of more than 2
Color dispersion liquid and use.
As workable carbon black, the CHBK-17 of Mikoku Pigment Co., Ltd. can be included；The Seast of East Sea carbon (strain)
5HIISAFHS、Seast KH、Seast 3HHAF-HS、Seast NH、Seast 3M、Seast 300HAF-LS、Seast
116HMMAF-HS、Seast 116MAF、Seast FMFEF-HS、Seast SOFEF、Seast VGPF、Seast SVHSRF-
HS and Seast SSRF；ダ イ ヤ グ ラ system Block ラ ッ Network II, ダ イ ヤ グ ラ system Block ラ ッ Network N339 of Mitsubishi Chemical's (strain),
ダイヤグラムブラックSH、ダイヤグラムブラックH、ダイヤグラムLH、ダイヤグラムHA、ダイ
ヤグラムSF、ダイヤグラムN550M、ダイヤグラムM、ダイヤグラムE、ダイヤグラムG、ダイヤ
グラムR、ダイヤグラムN760M、ダイヤグラムLR、#2700、#2600、#2400、#2350、#2300、#
2200、#1000、#980、#900、MCF88、#52、#50、#47、#45、#45L、#25、#CF9、#95、#3030、#3050、MA7、
MA77, MA8, MA11, OIL7B, OIL9B, OIL11B, OIL30B and OIL31B；デ グ サ (strain) PRINTEX-U,
PRINTEX-V、PRINTEX-140U、PRINTEX-140V、PRINTEX-95、PRINTEX-85、PRINTEX-75、PRINTEX-
55、PRINTEX-45、PRINTEX-300、PRINTEX-35、PRINTEX-25、PRINTEX-200、PRINTEX-40、
PRINTEX-30、PRINTEX-3、PRINTEX-A、SPECIAL BLACK-550、SPECIAL BLACK-350、SPECIAL
BLACK-250, SPECIAL BLACK-100 and LAMP BLACK-101；The RAVEN- of U ロ Application PVC ア カ ー ボ Application (strain)
1100ULTRA、RAVEN-1080ULTRA、RAVEN-1060ULTRA、RAVEN-1040、RAVEN-1035、RAVEN-1020、
RAVEN-1000、RAVEN-890H、RAVEN-890、RAVEN-880ULTRA、RAVEN-860ULTRA、RAVEN-850、
RAVEN-820、RAVEN-790ULTRA、RAVEN-780ULTRA、RAVEN-760ULTRA、RAVEN-520、RAVEN-500、
RAVEN-460、RAVEN-450、RAVEN-430ULTRA、RAVEN-420、RAVEN-410、RAVEN-2500ULTRA、RAVEN-
2000th, RAVEN-1500, RAVEN-1255, RAVEN-1250, RAVEN-1200, RAVEN-1190ULTRA and RAVEN-1170
Deng.
As the coloring pigment that can be used in mixed way with above-mentioned carbon black, there are fuchsin 6B (C.I.12490), phthalocyanine green
(C.I.74260), phthalocyanine blue (C.I.74160), Mitsubishi Carbon Black MA100, perylenes black (BASF K0084.K0086), cyanines are black, lithol
You are (リ オ ノ ー Le) yellow (C.I.21090), lithol that Huang GRO (C.I.21090), benzidine yellow 4T-564D, Mitsubishi Carbon Black MA-
40th, Victoria pure blue (C.I.42595), C.I. Pigment Red 9s 7,122,149,168,177,180,192,215, C.I. pigment
Green 7,36, C.I. pigment 15：1、15：4、15：6th, 22,60,64, C.I. pigment 83,139, C.I. pigment Violet 23s etc., in addition, can
Use Chinese white, fluorescent pigment etc..
As long as pigment of the above-mentioned carbon black with light-proofness, then be not particularly limited, known carbon black can be used.As
The carbon black of above-mentioned black pigment, specifically, can include channel black (channel black), furnace black (furnace
Black), pyrolytic carbon black (thermal black), lampblack (lamp black) etc..
In addition, optionally containing yellow uitramarine.
Yellow uitramarine can for a kind in C.I. pigment yellow 13s 8, C.I. pigment yellow 13s 9 and C.I. pigment yellows 150 with
On, it is preferable that it is C.I. pigment yellow 13s 9 and C.I. pigment yellows 150, more preferably C.I. pigment yellow 13s 9.
On the basis of the parts by weight of total content 100 of red pigment and black pigment, the above-mentioned Huang of 3~30 parts by weight can be included
Color pigment.In the case of including yellow uitramarine in above-mentioned content range, the face in the resist of solid constituent benchmark can be made
The content of material is reduced, favourable for pattern adaptation and rectilinear propagation in machinability, therefore is preferred.
On the basis of the feline amount in colouring agent (A), the content of above-mentioned pigment (a1) can be 10~90 weights
Measure %, preferably 20~50 weight %.If the content of above-mentioned pigment is calculated as 10~90 weight % scope with said reference,
Viscosity is low, excellent storage stability, and dispersion efficiency is high, and the rising for light dark ratio is effective, therefore is preferred.Above-mentioned pigment is excellent
The dispersible pigment dispersion that choosing is disperseed using its uniform particle sizes.It is used as one of the method for disperseing with making the uniform particle sizes of pigment
Example, can include method containing pigment dispersing agent (a2) progress decentralized processing etc., according to this method, can obtain pigment molten
The dispersible pigment dispersion for the state being uniformly dispersed in liquid.
Pigment dispersing agent (a2)
In order to pigment de- cohesion and maintain stability and add above-mentioned pigment dispersing agent (a2), can unrestrictedly use
The pigment dispersing agent typically used in the field.Preferably comprise comprising BMA (butyl methacrylate) or DMAEMA (metering systems
Sour N, N- dimethylamino ethyl ester) acrylic ester dispersant (hereinafter referred to as dispersant containing acrylic).Now, aforesaid propylene
Acid system dispersant is preferably using using the active control method manufacture referred in KR published patent the 2004-0014311st
Dispersant containing acrylic, is taken as the commercially available product of the acrylic ester dispersant of above-mentioned active control method manufacture, can enumerate
Go out DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 etc..
Foregoing illustrative dispersant containing acrylic can each be used alone or two or more is applied in combination.Above-mentioned point
Powder (a2) is in addition to aforesaid propylene acid system dispersant, it is possible to use the pigment dispersing agent of other resin types.As it is above-mentioned its
The pigment dispersing agent of his resin type, can include the pigment dispersing agent of known resin type, particularly polyurethane, polyacrylate
For the polycarboxylate of representative, unsaturated polyamide, polycarboxylic acids, polycarboxylic acids (part) amine salt, the ammonium salt of polycarboxylic acids, polycarboxylic acids
Alkylamine salt, polysiloxanes, long-chain polyaminoamide phosphate, the ester of the polycarboxylic acids of hydroxyl and their modified generation
Thing or pass through acid amides that the reaction of polyester and poly- (rudimentary alkyleneimines) with free (free) carboxyl formed or they
Oily dispersant as salt；(methyl) acrylic-styrene copolymer, (methyl) acrylic acid-(methyl) acrylate are common
Polymers, styrene-maleic acid copolymer, polyvinyl alcohol or water-soluble resin as PVP or water solubility
Polymer compound；Polyester；Modified polyacrylate；Addition product and phosphate of ethylene oxide/propylene oxide etc..As
The commercially available product of above-mentioned resin type dispersant, as cation system pitch dispersant, for example, can include BYK (Bi Ke) chemical company
Trade name：DISPER BYK-160、DISPER BYK-161、DISPER BYK-162、DISPER BYK-163、DISPER
BYK-164、DISPER BYK-166、DISPER BYK-171、DISPER BYK-182、DISPER BYK-184；BASF AG
Trade name：EFKA-44、EFKA-46、EFKA-47、EFKA-48、EFKA-4010、EFKA-4050、EFKA-4055、EFKA-
4020、EFKA-4015、EFKA-4060、EFKA-4300、EFKA-4330、EFKA-4400、EFKA-4406、EFKA-4510、
EFKA-4800；The trade name of Lubirzol companies：SOLSPERS-24000、SOLSPERS-32550、NBZ-4204/10；Grind in river
The trade name of fine chemicals Co., Ltd.：ヒノアクト(HINOACT)T-6000、ヒノアクトT-7000、ヒノアクト
T-8000；The trade name of Ajincomoto Co., Inc：アジスパー(AJISPUR)PB-821、アジスパーPB-822、アジ
スパーPB-823；The trade name of Kyoeisha Chemical Co., Ltd.：フローレン(FLORENE)DOPA-17HF、フローレ
Application DOPA-15BHF, フ ロ ー レ Application DOPA-33, フ ロ ー レ Application DOPA-44 etc..Except aforesaid propylene acid system's dispersant with
Outside, the pigment dispersing agent of other resin types can each be used alone or two or more is applied in combination, can be with acrylic acid
Be dispersant and use and use.
Relative to the parts by weight of solid constituent 100 of used pigment (a1), the usage amount of above-mentioned dispersant (a2) for 5~
The scope of 60 parts by weight, more preferably 15~50 parts by weight., can be in the case that the content of dispersant (a2) meets above-mentioned standard
Viscosity, the aspect of the micronized of pigment are favourable, and the possibility occurred after disperseing the problem of gelation etc. can be reduced.
Dyestuff (a3)
Optionally contain above-mentioned dyestuff (a3) in colouring agent.Above-mentioned dyestuff (a3) is as long as with for organic solvent
Dissolubility, then can unrestrictedly add and use.Preferably, preferably use with for organic solvent dissolubility and
It is able to ensure that the dyestuff of the reliability of dissolubility and heat resistance for alkaline developer, solvent resistance etc.., can as above-mentioned dyestuff
With using selected from acid dyes, the salt of acid dyes and nitrogen-containing compound, acid dyes with acidic-groups such as sulfonic acid, carboxylic acids
Sulfonamide body etc. and their derivative in dyestuff, in addition it is also possible to select azo system, xanthenes system, the acidity of phthalocyanine system
Dyestuff and their derivative.Preferably, above-mentioned dyestuff can include colour index (The Society of Dyers and
Colourists publish) in be categorized as dyestuff compound, dyeing notes (Se Ran societies) described in known dyestuff.
As the concrete example of above-mentioned dyestuff, as C.I. solvent dyes, it can include
C.I. solvent yellow 4,14,15,16,21,23,24,38,56,62,63,68,79,82,93,94,98,99,151,
162nd, the weld such as 163；
In C.I. solvent dyes, the excellent C.I. solvent yellows 14 of dissolubility preferably for organic solvent, 16,21,56,
151st, 79,93, wherein, more preferably C.I. solvent yellow 2s 1,79.
In addition, as C.I. acid dyes, can include C.I. Indian yellows 1,3,7,9,11,17,23,25,29,34,36,
38、40、42、54、65、72、73、76、79、98、99、111、112、113、114、116、119、123、128、134、135、138、
139、140、144、150、155、157、160、161、163、168、169、172、177、178、179、184、190、193、196、
197、199、202、203、204、205、207、212、214、220、221、228、230、232、235、238、240、242、243、
251 grade welds etc..
In acid dyes, the excellent C.I. Indian yellows of solubility preferably for organic solvent.
In addition, as C.I. direct dyess, can include C.I. directly Huang 2,33,34,35,38,39,43,47,50,54,
58th, welds such as 68,69,70,71,86,93,94,95,98,102,108,109,129,136,138,141 etc..
And then, as C.I. mordant dyes, can include C.I. mordant yellows 5,8,10,16,20,26,30,31,33,42,
43rd, welds such as 45,56,61,62,65 etc..
These dyestuffs can be each used alone, or two or more is applied in combination.
Dispersion solvent (a4)
Optionally contain above-mentioned dispersion solvent (a4) in colouring agent, on its species, there is no particular restriction, can make
With the various organic solvents used in the field.
Specifically, ethylene glycol single methyl ether, ethylene glycol monomethyl ether, ethylene glycol monopropyl ether, second two can for example be included
The ethylene glycol monoalkyl ether such as alcohol single-butyl ether class, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol (DEG) dipropyl ether, two
The ethylene glycol alkyl such as the diethylene glycol (DEG) such as glycol dibutyl ethers dialkyl ether, methylcellosolve acetate, ethyl cellosolve acetate
Ether acetic acid esters, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters, propylene glycol monopropyl ether acetic acid esters, second
Aklylene glycol alkylether acetates class, benzene,toluene,xylene, the equal trimethyls such as sour methoxybutyl, acetic acid methoxyl group pentyl ester
Ketone, ethanol, propyl alcohol, the fourths such as benzene etc. is aromatic hydrocarbon, MEK, acetone, methyl amyl ketone, methyl iso-butyl ketone (MIBK), cyclohexanone
Esters, the γ such as the alcohols such as alcohol, hexanol, cyclohexanol, ethylene glycol, glycerine, 3- ethoxyl ethyl propionates, 3- methoxy methyl propionates-
Ring-type esters such as butyrolactone etc..Preferably, aklylene glycol alkylether acetates class, ketone, 3- ethoxy-propionic acids can be used
The esters such as ethyl ester, 3- methoxy methyl propionates, it is highly preferred that propylene glycol monomethyl ether, propane diols list second can be used
Base ether acetic acid ester, cyclohexanone, 3- ethoxyl ethyl propionates or 3- methoxy methyl propionates etc..
Above-mentioned dispersion solvent can each be used alone or be used in mixed way two or more.
Alkali soluble resin (B)
Above-mentioned alkali soluble resin (B) must dissolve in the solvent of the present invention, have reaction for the effect of light or heat
Property.As long as in addition, play the function of binding resin, the soluble acrylic acid series in alkaline-based developer for above-mentioned colouring agent
Copolymer, the then use to its species is not particularly limited.
Above-mentioned alkali soluble resin can be the monomer containing carboxyl and can be total to the other monomers of above-mentioned monomer copolymerization
Polymers.The above-mentioned monomer containing carboxyl such as can for unsaturated monocarboxylic, unsaturated dicarboxylic or unsaturated tricarboxylic acids
There is unsaturated carboxylic acids such as the unsaturated polybasic carboxylic acid of carboxyl of more than 1 etc. in molecule.Above-mentioned unsaturated monocarboxylic for example may be used
Think acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid and cinnamic acid etc..Above-mentioned unsaturated dicarboxylic for example can be
Maleic acid, fumaric acid, itaconic acid, citraconic acid and mesaconic acid etc..Above-mentioned unsaturated polybasic carboxylic acid can be acid anhydrides, specifically, can
Think maleic anhydride, itaconic anhydride and citraconic anhydride etc..In addition, above-mentioned unsaturated polybasic carboxylic acid can be single (2- metering systems
Acyloxyallcyl) ester for example can be mono succinate (2- acryloyl-oxyethyls) ester, mono succinate (2- methacryloxypropyls
Base ethyl) ester, phthalic acid list (2- acryloyl-oxyethyls) ester and phthalic acid list (2- methacryloxy second
Base) ester etc..In addition, above-mentioned unsaturated polybasic carboxylic acid can be list (methyl) acrylate of the dicarboxyl based polyalcohol of two ends,
Such as can be ω-carboxy-polycaprolactone mono acrylic ester and ω-carboxy-polycaprolactone monomethacrylates.It is above-mentioned containing
The monomer of carboxyl each can be used in mixed way using a kind or by two or more.As can be with the above-mentioned monomer copolymerization containing carboxyl
Other monomers concrete example, can be styrene, α-methylstyrene, o- vinyltoluene, m- vinyltoluene, p-
Vinyltoluene, p- chlorostyrene, o- methoxy styrene, m- methoxy styrene, p-methoxystyrene, o- second
Alkenyl benzyl methyl ether, m- vinyl benzyl methyl ether, p- vinyl benzyl methyl ether, o- vinylbenzyl glycidyl
The aromatic vinyls such as base ether, m- vinylbenzyl glycidyl base ether, p- vinylbenzyl glycidyl base ether and indenes
Compound；Methyl acrylate, methyl methacrylate, ethyl acrylate, EMA, n-propyl, methyl-prop
Olefin(e) acid n-propyl, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-BMA, acrylic acid
The secondary butyl ester of isobutyl ester, Isobutyl methacrylate, sec-butyl acrylate, methacrylic acid, tert-butyl acrylate, methacrylic acid
The tert-butyl ester, acrylic acid 2- hydroxy methacrylates, 2-hydroxyethyl methacrylate, acrylic acid 2- hydroxy propyl esters, methacrylic acid 2- hydroxyls
Base propyl ester, acrylic acid 3- hydroxy propyl esters, methacrylic acid 3- hydroxy propyl esters, acrylic acid 2- hydroxybutyls, methacrylic acid 2- hydroxyls
Base butyl ester, acrylic acid 3- hydroxybutyls, methacrylic acid 3- hydroxybutyls, acrylic acid 4- hydroxybutyls, methacrylic acid 4- hydroxyls
Base butyl ester, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate,
Cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, acrylic acid 2- methoxy acrylates, methacrylic acid 2- first
Epoxide ethyl ester, acrylic acid 2- phenoxy ethyls, methacrylic acid 2- phenoxy ethyls, methoxyl group diethylene glycol (DEG) acrylate, methoxy
Base diethylene glycol (DEG) methacrylate, methoxy triglycol acrylate, methoxy triglycol methacrylate, methoxy propyl two
Alcohol acrylate, MPEG methacrylate, methoxyl group DPG acrylate, methoxyl group dipropylene glycol methyl
Acrylate, isobornyl acrylate, isobornyl methacrylate, acrylic acid DCPA, methacrylic acid are bicyclic
Pentadiene ester, acrylic acid 2- hydroxyl -3- phenoxy-propyls, methacrylic acid 2- hydroxyl -3- phenoxy-propyls, glycerine list acrylic acid
The unsaturated carboxylate type such as ester and glycerin monomethyl acrylic ester；Acrylic acid 2- amino ethyl esters, methacrylic acid 2- amino ethyl esters,
Acrylic acid 2- dimethylamino ethyl esters, methacrylic acid 2- dimethylamino ethyl esters, acrylic acid 2- amino propyl ester, methacrylic acid
2- amino propyl ester, acrylic acid 2- dimethylaminos propyl ester, methacrylic acid 2- dimethylaminos propyl ester, acrylic acid 3- aminopropans
Ester, methacrylic acid 3- amino propyl ester, acrylic acid 3- dimethylaminos propyl ester and methacrylic acid 3- dimethylamino propyl ester etc.
Unsaturated carboxylic acid aminoalkyl esters；The unsaturated carboxylic acid such as glycidyl acrylate and GMA shrinks
Glyceride type；The generating vinyl carboxylate esters such as vinylacetate, propionate, vinyl butyrate and vinyl benzoate；Vinyl
The unsaturated ethers such as methyl ether, EVE and allyl glycidyl ether；Acrylonitrile, methacrylonitrile, α-chlorine third
The vinyl cyanide compound such as alkene nitrile and inclined dicyanoethylene；Acrylamide, Methacrylamide, α-chloroacrylamide, N-2- hydroxyls
The unsaturated acyl amine such as base ethyl acrylamide and N-2- hydroxyethyl methacrylamides；Maleimide, N- phenyl Malaysia
The unsaturated acyl imines such as acid imide and N- N-cyclohexylmaleimides；The fat such as 1,3- butadiene, isoprene and chlorobutadiene
Fat race conjugated diene；In polystyrene, PMA, polymethyl methacrylate, polyacrylic acid N-butyl, poly- methyl
N-butyl acrylate, the end of the polymer molecular chain of polysiloxanes have the huge of single acryloyl group or monomethacrylate acyl group
Monomer class etc..Above-mentioned monomer each can be used in mixed way using a kind or by two or more.
Therefore, above-mentioned alkali soluble resin, for example, it may be (methyl) acrylic acid/(methyl) methyl acrylate copolymer,
(methyl) acrylic acid/(methyl) benzyl acrylate copolymer, (methyl) acrylic acid/(methyl) acrylic acid 2- hydroxy methacrylates/(first
Base) benzyl acrylate copolymer, (methyl) acrylic acid/huge monomer copolymer of (methyl) methyl acrylate/polystyrene, (first
Base) acrylic acid/(methyl) methyl acrylate/huge monomer copolymer of poly- (methyl) methyl acrylate, (methyl) acrylic acid/(first
Base) the huge monomer copolymer of benzyl acrylate/polystyrene, (methyl) acrylic acid/(methyl) benzyl acrylate/poly- (methyl) third
The huge monomer copolymer of e pioic acid methyl ester, (methyl) acrylic acid/(methyl) acrylic acid 2- hydroxy methacrylates/(methyl) benzyl acrylate/
The huge monomer copolymer of polystyrene, (methyl) acrylic acid/(methyl) acrylic acid 2- hydroxy methacrylates/(methyl) benzyl acrylate/
The huge monomer copolymer of poly- (methyl) methyl acrylate, (methyl) acrylic/styrene/(methyl) benzyl acrylate/N- phenyl
Maleimide copolymer, (methyl) acrylic acid/mono succinate (2- acryloxies) ester/styrene/(methyl) acrylic acid benzyl
Ester/N-phenylmaleimide copolymer, (methyl) acrylic acid/mono succinate (2- acryloyl-oxyethyls) ester/styrene/
(methyl) allyl acrylate/N-phenylmaleimide copolymer and (methyl) acrylic acid/(methyl) benzyl acrylate/N-
Phenyl maleimide/styrene/glycerine list (methyl) acrylate copolymer etc..Above-mentioned (methyl) acrylate means third
Olefin(e) acid ester or methacrylate.
In above-mentioned alkali soluble resin, (methyl) acrylic acid/(methyl) benzyl acrylate copolymer, (methyl) are preferably used
Acrylic acid/(methyl) benzyl acrylate/styrol copolymer, (methyl) acrylic acid/(methyl) methyl acrylate copolymer and (first
Base) acrylic acid/(methyl) methyl acrylate/styrol copolymer.
In addition, the gel permeation chromatography (GPC) used using tetrahydrofuran as dissolution solvent of above-mentioned alkali soluble resin
The polystyrene conversion weight average molecular weight of measure is necessary for 5000~50000, preferably 8000~40000, more preferably 10000
~30000.If the weight average molecular weight of above-mentioned alkali soluble resin belongs to 5000~50000 scope, hardness of film is improved,
The excellent residual film ratio of display, can show unexposed portion for the good dissolubility of developer solution and the resolution ratio improved.In addition,
Acid number is 50~150 (mgKOH/g), preferably 60~140, more preferably 80~130.In the range of above-mentioned acid number, alkali can
Soluble resin is improved for the dissolubility of developer solution, and unexposed portion is easily dissolved and high sensitivity, the figure of exposure portion during development
Case is remained, it is possible to increase residual film ratio.
Relative to the feline amount in red sensitive resin combination, the above-mentioned alkali containing 5~80 weight %
Soluble resin, it is preferable that can be 10~60 weight %.In the case where meeting above range, occurs residual film ratio reduction
The possibility for the problem of being reduced with reliability reduces, and pattern is formed easily.
Photopolymerizable compound (C)
Above-mentioned photopolymerizable compound is to utilize living radical, the acid that the irradiation by light is produced from Photoepolymerizationinitiater initiater
Can be 1 function or multifunctional polymerizable compound according to the number of functional groups etc. polymerizable compound.As upper
1 function polymerizable compound is stated, can be nonyl benzene base carbitol acrylate, acrylic acid 2- hydroxyl -3- phenoxy-propyls, 2-
Ethylhexyl carbitol acrylate, acrylic acid 2- hydroxy methacrylates and NVP etc..It polymerize as above-mentioned 2 function
Property compound, can be 1,6- hexylene glycols two (methyl) acrylate, ethylene glycol two (methyl) acrylate, neopentyl glycol two
(methyl) acrylate, triethylene glycol two (methyl) acrylate, double (acryloyl-oxyethyl) ether, the 3- methylpents two of bisphenol-A
Alcohol two (methyl) acrylate, butanediol dimethylacrylate, hexylene glycol two (methyl) acrylate, diethylene glycol (DEG) two (methyl)
Acrylate, triethylene glycol two (methyl) acrylate, tetraethylene glycol two (methyl) acrylate, polyethylene glycol two (methyl) acrylic acid
Ester, propylene glycol diacrylate, tripropylene glycol diacrylate, ethoxylated neopentyl and propoxylation
Neopentylglycol diacrylate etc..Can be trimethylolpropane tris (methyl) propylene as above-mentioned 3 function polymerizable compound
Acid esters, pentaerythrite three (methyl) acrylate, ethoxylated trimethylolpropane three (methyl) acrylate, propoxylation three
Hydroxymethyl-propane three (methyl) acrylate, propoxylated glycerol triacrylate and isocyanurate triacrylate etc..Make
Can be (methyl) acrylate of pentaerythrite four and dihydroxy methylpropane four (methyl) propylene for 4 function polymerizable compounds
Acid esters etc..In addition, as 5 function polymerizable compounds, can be dipentaerythritol five (methyl) acrylate, be used as 6 functions
Photopolymerizable compound, can be dipentaerythritol six (methyl) acrylate., can as photopolymerizable compound in these
Multifunctional polymerizable compounds more than 2 functions is preferably used, especially, preferably using multifunctional polymerizations more than 5 functions
Property compound.
In addition, relative to the feline amount in red sensitive resin combination, preferably comprising 5~50 weight %
Above-mentioned photopolymerizable compound, further preferably 7~45 weight %.Contain above-mentioned photopolymerizable compound within the range
In the case of, intensity, the flatness of pixel portion can become good.
Photoepolymerizationinitiater initiater (D)
Photoepolymerizationinitiater initiater in the present invention is put by luminous ray, ultraviolet, far ultraviolet, electron beam, X-ray etc.
The exposure of ray and the chemical combination for producing the free radical of the polymerization for the multi-functional monomer that can trigger above-mentioned photopolymerizable compound
Thing.Such Photoepolymerizationinitiater initiater, typically, there is acetophenone based compound, benzophenone based compound, bisglyoxaline system chemical combination
Thing, triazine based compound, oxime ester based compound and thioxanthones based compound etc..In the present invention, Photoepolymerizationinitiater initiater can be independent
Ground uses or is used in mixed way two or more, preferably uses more than a kind of oxime ester based compound.
As the concrete example of above-mentioned acetophenone based compound, can include diethoxy acetophenone, 2- hydroxy-2-methyls-
1- phenyl-propane -1- ketone, benzil dimethyl ketal, 2- hydroxyls -1- [4- (2- hydroxyl-oxethyls) phenyl] -2- methylpropanes -
1- ketone, 1- hydroxycyclohexylphenylketones, 2- methyl isophthalic acids-(4- methyl mercaptos phenyl) -2- morpholino propane -1- ketone, 2- benzyls -2- two
Methylamino -1- (4- morphlinophenyls) butane -1- ketone, 2- hydroxy-2-methyls -1- [4- (1- methyl ethylenes) phenyl] third
Alkane -1- ketone, 2- (4- methyl-benzyls) -2- (dimethylamino) -1- (4- morphlinophenyls) butane -1- ketone etc..
As above-mentioned benzophenone based compound, for example, there are benzophenone, 0- benzoyls methyl benzoate, 4- phenyl two
Benzophenone, -4 '-dimethyl diphenyl sulfide of 4- benzoyls, 3,3 ', 4,4 '-four (tert-butyl crosses oxygen carbonyl) benzophenone, 2,
4,6- tri-methyl benzophenones etc..
As the concrete example of above-mentioned united imidazole, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four benzene can be included
Base bisglyoxaline, 2,2 '-bis- (2,3- dichlorophenyls) -4,4 ', 5,5 '-tetraphenyl bisglyoxaline, 2,2 '-bis- (2- chlorphenyls) -4,4 ',
5,5 '-four (alkoxyl phenyl) bisglyoxalines, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four (tri-alkoxy phenyl) bisglyoxalines,
Double (2,6- dichlorophenyls) -4,4 ', 5,5 '-tetraphenyl -1,2 of 2,2- '-bisglyoxaline or 4,4 ', the phenyl of 5,5 ' positions is by alkane
Imidazolium compounds of oxygen carbonyl substitution etc..In these, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-tetraphenyl connection are preferably used
Imidazoles, 2,2 '-bis- (2,3- dichlorophenyls) -4,4 ', double (the 2,6- dichlorophenyls) -4,4 ' of 5,5 '-tetraphenyl bisglyoxaline, 2,2-,
5,5 '-tetraphenyl -1,2 '-bisglyoxaline.
As the concrete example of above-mentioned triazine based compound, double (trichloromethyl) -6- (the 4- methoxybenzenes of 2,4- can be included
Base) -1,3,5- triazines, double (trichloromethyl) -6- (4- methoxyl groups the naphthyl) -1,3,5- triazines of 2,4-, 2,4- double (trichloromethyls) -
Double (trichloromethyl) -6- (4- the methoxyl-styrenes) -1,3,5- triazines of 6- piperonyl -1,3,5- triazines, 2,4-, 2,4- are double
Double (trichloromethyl) -6- [2- (furans of (trichloromethyl) -6- [2- (5- methylfuran -2- bases) vinyl] -1,3,5- triazines, 2,4-
Mutter -2- bases) vinyl] -1,3,5- triazines, double (trichloromethyl) -6- [2- (4- diethylamino -2- aminomethyl phenyls) second of 2,4-
Alkenyl] -1,3,5- triazines, double (trichloromethyl) -6- [2- (3,4- Dimethoxyphenyls) the vinyl] -1,3,5- triazines of 2,4-
Deng.
As above-mentioned oxime ester based compound, have 1,2- acetyl caproyls, 1- [4- (thiophenyl) phenyl]-, 2- (O- benzoyls
Oxime), 1- [9- ethyls -6- (2- methyl benzoyls) -9H- carbazole -3- bases] ethyl ketone 1- (O- acetyl group oxime) etc..
As above-mentioned thioxanthones based compound, for example, there are ITX, 2,4- diethyl thioxanthones, 2,4- dichloros
Chloro- 4- propoxythioxanthones of thioxanthones, 1- etc..
In addition, the sensitivity of the red sensitive resin combination in order to improve the present invention, above-mentioned Photoepolymerizationinitiater initiater (D) can
Further trigger adjuvant (d1) comprising photopolymerization.Red sensitive resin combination of the present invention is by containing photopolymerization
Trigger adjuvant (d1), so that sensitivity is further improved, it is possible to increase productivity ratio.
Above-mentioned photopolymerization triggers preferable use of adjuvant (d1) to be selected from amines, carboxylic acid compound, with sulphur
More than a kind of compound in the organosulfur compound of alcohol radical.
As above-mentioned amines, aromatic amines compound is preferably used, specifically, triethanolamine, methyl can be used
The aliphatic amine compounds such as diethanol amine, triisopropanolamine, 4- dimethylaminobenzoic acids methyl esters, 4- dimethylaminobenzoic acids
Ethyl ester, 4- dimethylaminobenzoic acids isopentyl ester, 4- dimethylaminobenzoic acid 2- ethylhexyls, benzoic acid 2- dimethylaminos
Ethyl ester, N, N- dimethyl-p-toluidines, 4,4 '-bis- (dimethylamino) benzophenone (common name：Michler's keton), 4,4 '-bis- (diethyls
Base amino) benzophenone etc..
Above-mentioned carboxylic acid compound is preferably the miscellaneous acetate type of aromatic series, specifically, can include phenyl acetic acid, methylbenzene
Base thioacetic acid, ethylphenyl thioacetic acid, Methylethyl phenyl thioacetic acid, 3,5-dimethylphenyl thioacetic acid, methoxybenzene
Base thioacetic acid, dimethoxyphenylthio acetic acid, chlorophenylthio acetic acid, dichlorophenyl thioacetic acid, N-phenylglycine,
Phenoxyethanoic acid, naphthylthio acetic acid, N- naphthyls glycine, naphthoxy acetic acid etc..
As the concrete example of the above-mentioned organosulfur compound with mercapto, can include 2-mercaptobenzothiazole, Isosorbide-5-Nitrae-
Double (3- sulfydryls butyryl acyloxy) butane, 1,3,5- tri- (3- sulfydryls butoxyethyl group) -1,3,5- triazines -2,4,6 (1H, 3H, 5H) -
Triketone, trimethylolpropane tris (3-thiopropionate), pentaerythrite four (3- mercaptobutylates), (the 3- sulfydryls of pentaerythrite four
Propionic ester), dipentaerythritol six (3-thiopropionate), tetraethylene glycol double (3-thiopropionate) etc..
On the basis of the feline amount of the red sensitive resin combination of the present invention, relative to alkali-soluble tree
The content of fat (B) and photopolymerizable compound (C), above-mentioned Photoepolymerizationinitiater initiater (D) that can be containing 0.1~40 weight %, preferably
Above-mentioned Photoepolymerizationinitiater initiater (D) of the ground containing 1~30 weight %.That is, consolidating with alkali soluble resin and photopolymerizable compound
, can the Photoepolymerizationinitiater initiater containing 0.1~40 parts by weight on the basis of the parts by weight of body composition total content 100.If above-mentioned photopolymerization
Initiator (D) then makes red sensitive resin combination high sensitivity in the range of above-mentioned 0.1~40 weight %, shortens and exposes
Between light time, therefore productivity ratio is improved, and is able to maintain that high resolution ratio, therefore preferably.In addition, using the composition of above-mentioned condition
The intensity of the pixel portion of formation and the flatness on the surface of above-mentioned pixel portion can become good.
And then, in the case where above-mentioned photopolymerization triggers adjuvant (d1), in all Photoepolymerizationinitiater initiaters, it can contain
10~100 weight %, preferably comprise 20~100 weight %.Photopolymerization in all Photoepolymerizationinitiater initiaters triggers adjuvant
(d1) in the case that content meets above range, the reduction of the sensitivity for dyestuff can be reduced, reduce in developing procedure and send out
The possibility of raw pattern short circuit.
In addition, in the case where also triggering adjuvant (d1) using above-mentioned photopolymerization, with the red sensitive tree of the present invention
On the basis of the feline amount of oil/fat composition, containing relative to alkali soluble resin (B) and photopolymerizable compound (C)
Amount, above-mentioned photopolymerization that can be containing 0.1~40 weight % triggers adjuvant (d1), preferably comprises 1~30 weight % above-mentioned light
Polymerization triggers adjuvant (d1).If above-mentioned photopolymerization triggers the usage amount of adjuvant (d1) above-mentioned 0.1~40 weight %'s
In the range of, then following effect is provided：The sensitivity of red sensitive resin combination is further improved, and uses above-mentioned composition shape
Into colour filter productivity ratio improve.
Solvent (E)
As long as above-mentioned solvent dissolves above-mentioned red sensitive resin combination, then there is no particular restriction, particularly preferred ether
Class, aromatic hydrocarbon, ketone, alcohols, esters or amide-type etc..Specifically, ethylene glycol single methyl ether, ethylene glycol can be included
Single ethylether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol (DEG) two
Propyl ether, diethylene glycol dibutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl, propylene glycol monopropyl ether, propyleneglycol monobutyl
The ethers such as base ether, dipropylene glycol dimethyl ether, dipropylene glycol diethyl ether, DPG dipropyl ether and DPG dibutyl ethers
Class；Benzene,toluene,xylene and mesitylene etc. are aromatic hydrocarbon；MEK, acetone, methyl amyl ketone, methyl iso-butyl ketone (MIBK)
With the ketone such as cyclohexanone；The alcohols such as ethanol, propyl alcohol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerine；3- ethoxy-propionic acid second
Ester, 3- methoxy methyl propionates, methylcellosolve acetate, ethyl cellosolve acetate, ethyl acetate, butyl acetate, acetic acid
Pentyl ester, methyl lactate, ethyl lactate, butyl lactate, 3- methoxybutyls acetic acid esters, 3- methyl -3- methoxyl group -1- butylacetic acids
Ester, methoxypentyl acetic acid esters, ethylene glycol acetate, ethylene acetate, ethylene glycol single methyl ether acetic acid esters, ethylene glycol
Single monoethyl ether acetate, diglycol monotertiary acetic acid esters, diethylene glycol diacetate, diethylene glycol monobutyl ehter acetic acid esters, propane diols list second
Acid esters, propylene-glycol diacetate, propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters, ethylene carbonate, carbonic acid
Esters such as sub- propyl ester and gamma-butyrolacton etc..Above-mentioned solvent can use a kind in the solvent selected from illustration or mix two or more
Conjunction is used.In addition, in terms of coating and drying property, boiling point is necessary for 100~200 DEG C, preferably propylene glycol monomethyl ether
Ester, propylene glycol monoethyl acetic acid esters, cyclohexanone, ethyl lactate, butyl lactate, 3- ethoxyl ethyl propionates and 3- methoxy propyls
Sour methyl esters.
Relative to the gross weight of red sensitive resin combination, can the above-mentioned solvent containing 25~80 weight %, preferably
Contain 30~70 weight %.Within the above range, using roll coater, spin coater, slit and spin coater, slit coater
During the apparatus for coating coating such as (or molding coating machine) and ink-jet, good coating can be shown.
Additive (F)
The red sensitive resin combination of the present invention is not hindering the model of the purpose of the present invention in addition to mentioned component
In enclosing, according to those skilled in the art the need for, can also be by filler, other high-molecular compounds, curing agent, closely sealed promotion
The additive such as agent, ultra-violet absorber, anti-flocculating agent (F) is used in combination.
As above-mentioned filler, specifically, glass, silica, aluminum oxide etc. can be used, but be not limited to this
A bit.
As above-mentioned other high-molecular compounds, specifically, epoxy resin, maleimide resin etc. can be used solid
The heat such as the property changed resin, polyvinyl alcohol, polyacrylic acid, polyalkylene glycol monoalkyl ether, polyacrylic acid fluothane base ester, polyester, polyurethane
Plastic resin etc., but it is not limited to these.
In order to improve deep solidification and mechanical strength and use above-mentioned curing agent, specifically, can use epoxide,
Polyfunctional isocyanate compound, melamine compound, oxetane compound etc., but it is not limited to these.Above-mentioned epoxy
Compound, specifically, can use bisphenol-A system epoxy resin, hydrogenated bisphenol A system epoxy resin, Bisphenol F system epoxy resin, hydrogen
Change Bisphenol F system epoxy resin, phenolic resin varnish type epoxy resin, other fragrant family epoxy resin, alicyclic ring family epoxy resin, contracting
Brominated derivative, epoxy resin and its bromination of water glyceride system resin, glycidol amine system resin or such epoxy resin
Aliphatic, alicyclic or aromatic epoxy compound, butadiene (co) polymer epoxides beyond derivative, isoprene
(co) polymer epoxides, (methyl) glycidyl acrylate (co) polymer, triglycidyl isocyanurate etc., but
It is not limited to these.Above-mentioned oxetane compound, specifically, can use carbonic ester dioxygen azetidine, dimethylbenzene
Dioxygen azetidine, adipate ester dioxygen azetidine, terephthalate dioxygen azetidine, cyclohexane dicarboxylic acid dioxygen are miscellaneous
Cyclobutane etc., but it is not limited to these.
For above-mentioned curing agent, it can will can make epoxy radicals, the oxa- ring fourth of epoxide together with curing agent
The solidification auxiliary compounds that the oxetanes skeleton of hydride compounds carries out ring-opening polymerisation are used in combination.Above-mentioned solidification auxiliary compounds,
Specifically, polybasic carboxylic acid class, polybasic carboxylic acid anhydride, acid agent etc. can be used.Above-mentioned carboxyanhydrides can be used as epoxy
The commercially available product of resin curing agent.As commercially available above-mentioned epoxy curing agent, for example, it can include trade name (Adeka
Hardener EH-700) (Adeka industry (strain) manufacture), trade name (Rikacid HH) (new Japan Chemical (strain) manufacture), business
Name of an article (MH-700) (new Japan Chemical (strain) manufacture) etc..
Foregoing illustrative curing agent and solidification auxiliary compounds can each be used alone or make two or more mixing
With.
Above-mentioned closely sealed accelerator, specifically, can use selected from vinyltrimethoxy silane, vinyl triethoxyl silicon
Alkane, vinyl three (2- methoxy ethoxies) silane, N- (2- amino-ethyls) -3- amino propyl methyls dimethoxysilane, N-
(2- amino-ethyls) -3- TSL 8330s, APTES, 3- glycidoxypropyls
Trimethoxy silane, 3- glycidoxypropyls dimethoxysilane, 2- (3,4- epoxycyclohexyls) ethyl trimethoxy
Base silane, 3- chloropropylmethyldimethoxysilanes, 3- r-chloropropyl trimethoxyl silanes, 3- methacryloxypropyl front threes
TMOS, 3-mercaptopropyi trimethoxy silane, 3- NCOs propyl trimethoxy silicane and 3- NCOs third
Independent or their mixture in ethyl triethoxy silicane alkane.
Relative to the solid constituent of composition, can the above-mentioned closely sealed accelerator containing 0.01~10 parts by weight, preferably comprise
The above-mentioned closely sealed accelerator of 0.05~2 parts by weight.
Above-mentioned ultra-violet absorber, specifically, can use 2- (3- tert-butyl -2- hydroxy-5-methyl bases phenyl) -5- chlorine
BTA, alkoxy benzophenone etc., but it is not limited to these.
Above-mentioned anti-flocculating agent, specifically, can use Sodium Polyacrylate etc., but be not limited to these.
The present invention provides the colour filter manufactured with above-mentioned red sensitive resin combination.It can be coated with base material above-mentioned
Red sensitive resin combination, carries out photocuring and development, forms pattern.
First, by above-mentioned red sensitive resin combination in substrate or the solid constituent structure by photosensitive polymer combination
Into layer on be coated with after, heat drying, by the volatile ingredients such as solvent remove, obtain smooth film.
As coating method, using spin coating, cast coating method, rolling method, slit and rotary coating or slot coated method etc.
Implement.After coating, it is thermally dried (prebake), or is heated after being dried under reduced pressure, the volatile ingredients such as solvent is volatilized.Plus
Hot temperature is 70~200 DEG C, preferably 80~130 DEG C.Coating thickness after heat drying is 1~8 μm or so.In order to above-mentioned
The pattern of film formation target, via mask irradiation ultraviolet radiation.Now, in order to must to exposure portion entirety equably irradiate parallel
Light, can be masked the correct contraposition with substrate, preferably use the devices such as mask aligner, stepper.If irradiation
Ultraviolet, then be irradiated the solidification at the position of ultraviolet.As above-mentioned ultraviolet, g line (wavelength can be used：436nm)、
H lines and i line (wavelength：365nm) etc..Ultraviolet irradiation amount can be selected as suitably desired, in the present invention not to it
Limit.The film for terminating solidification is contacted with developer solution, non-exposed portion is dissolved and is developed, then can be obtained the figure with target
The solidfied material of case shape.
In addition, the present invention provides the display element for including above-mentioned colour filter.
Below in order to understand the present invention, preferred embodiment, comparative example and experimental example, but such embodiment, ratio are provided
Only the present invention is illustrated compared with example and experimental example, appended Patent right requirement should not be limited, in the model of the present invention
Various changes and amendment can be carried out in the range of farmland and technological thought to embodiment, comparative example and experimental example, this is for this
It is it will be apparent that such deformation and amendment fall within appended Patent right requirement certainly for art personnel.
The manufacture ＞ of ＜ pigment dispensing compositions
The pigment dispensing composition A-1 of Production Example 1.
The parts by weight of C.I. paratoneres 177 12.0 of pigment, the DISPER BYK-2001 as pigment dispersing agent will be used as
(manufacture of BYK companies) 5.0 parts by weight, the parts by weight of 4- hydroxy-4-methyl-2-pentanones 13.0 as solvent, methyl proxitol
The parts by weight of acetic acid esters 70.0 are mixed/disperseed 12 hours using ball mill, have manufactured pigment dispensing composition A-1.
The pigment dispensing composition A-2 of Production Example 2.
The parts by weight of C.I. pigment red179s 12.0 of pigment, the DISPER BYK-2001 as pigment dispersing agent will be used as
(manufacture of BYK companies) 5.0 parts by weight, the parts by weight of 4- hydroxy-4-methyl-2-pentanones 13.0 as solvent, methyl proxitol
The parts by weight of acetic acid esters 70.0 are mixed/disperseed 12 hours using ball mill, have manufactured pigment dispensing composition A-2.
The pigment dispensing composition A-3 of Production Example 3.
The parts by weight of C.I. paratoneres 254 12.0 of pigment, the DISPER BYK-2001 as pigment dispersing agent will be used as
(manufacture of BYK companies) 5.0 parts by weight, the parts by weight of 4- hydroxy-4-methyl-2-pentanones 13.0 as solvent, methyl proxitol
The parts by weight of acetic acid esters 70.0 are mixed/disperseed 12 hours using ball mill, have manufactured pigment dispensing composition A-3.
The pigment dispensing composition A-4 of Production Example 4.
Using the parts by weight of carbon black PBk7 20.0, it is used as AJISPUR PB821 (the Ajinomoto Fine-Techno of dispersant
Co., Inc.) 6 parts by weight, mixed using ball mill as the parts by weight of propylene glycol monomethyl ether 74 of solvent/disperse 12
Hour, manufacture pigment dispensing composition A-4.
The pigment dispensing composition A-5 of Production Example 5.
The parts by weight of C.I. pigment yellow 13s 9 12.0 of pigment, the DISPER BYK-2001 as pigment dispersing agent will be used as
(manufacture of BYK companies) 5.0 parts by weight, the parts by weight of methyl proxitol acetate 70 as solvent and weight of methyl proxitol 13
Amount part mixes/disperseed 12 hours using ball mill, has manufactured pigment dispensing composition A-5.
The synthesis of the alkali soluble resin of synthesis example 1.
In the flask with agitator, thermometer, reflux condensing tube, dropping funel and nitrogen ingress pipe, propane diols is put into
The parts by weight of monomethyl ether acetate 120, the parts by weight of propylene glycol monomethyl ether 80, the parts by weight of AIBN 2, the parts by weight of acrylic acid 13.0,
The parts by weight of benzyl methacrylate 10, the parts by weight of styrene 57.0, the parts by weight of methyl methacrylate 20 and dodecyl sulphur
The parts by weight of alcohol 3, have carried out nitrogen displacement.Then, stir, the temperature of reaction solution is risen to 110 DEG C, reacted 6 hours.So close
Into alkali soluble resin solid constituent acid number be 100.2mgKOH/g, use the weight average molecular weight Mw that GPC is determined for about
15110。
The manufacture of embodiment 1~3 and the red sensitive resin combination of comparative example 1~4.
With the composition described in table 1 below and content (unit：Parts by weight) manufacture red sensitive resin combination.
【Table 1】
Alkali soluble resin (B)：Synthesis example 1
Photopolymerizable compound (C)：Dipentaerythritol acrylate (KAYARD DPHA；Japanese chemical drug (strain) manufacture)
Photoepolymerizationinitiater initiater (D)：2-O- benzoyl oximes -1- [4- (thiophenyl) phenyl] -1,2- acetyl caproyls (OXE-01；
BASF is manufactured)
Solvent (E)：Propylene glycol monomethyl ether
The manufacture of the colour filter of experimental example 1.
Colour filter has been manufactured using the red sensitive resin combination manufactured in above-described embodiment 1~3 and comparative example 1~4
Device.
Specifically, using spin-coating method by each above-mentioned red sensitive resin combination 2 inch squares glass substrate
After being coated with (Corning Incorporated manufacture, " EAGLE XG "), place on hot plate, maintained 3 minutes at a temperature of 100 DEG C, shape
Into film.Next, placing to have on the above-mentioned films makes the figure of transmissivity stepped change in the range of 1~100%
The experiment photomask of case and 3cm × 3cm exposure portion pattern, makes with experiment photomask at intervals of 100 μm, carries out ultraviolet photograph
Penetrate.Now, ultraviolet light source uses the high-pressure sodium lamp of the 1KW containing whole g, h, i line, with 100mJ/cm2Illumination irradiation, do not have
Have and use special optical filter.The film of above-mentioned ultraviolet will have been irradiated in pH 10.5 KOH aqueous development solution
Dipping 2 minutes, is developed.After being cleaned using distilled water to the glass plate for being coated with above-mentioned film, nitrogen is sprayed, is carried out
Dry, heated 25 minutes with 200 DEG C of heated ovens, manufactured colour filter.The thickness of obtained film is 3 μm.The thickness of film makes
With film thickness measuring device (DEKTAK6M；Veeco companies manufacture) determine.
The spectral photometry of experimental example 2.
For light splitting, in addition to without using experiment photomask, colour filter has been manufactured in the same manner as above-mentioned experimental example 1
Afterwards, in the visible region for the scope for determining 380nm~780nm using colorimeter (Olympus Corp's manufacture, OSP-200)
Spectral-transmission favtor, the results are shown in table 2 and table 3, Fig. 1~Fig. 3.
【Table 2】
【Table 3】
| Wavelength (nm) | Embodiment 1 | Embodiment 2 | Embodiment 3 | Comparative example 1 | Comparative example 2 | Comparative example 3 | Comparative example 4 |
| 635 | 82.6% | 77.1% | 77.5% | 94.4% | 85.8% | 92.8% | 17.9% |
| 645 | 83.9% | 79.3% | 79.6% | 95.8% | 88.1% | 93.7% | 18.2% |
| 655 | 84.3% | 80.1% | 80.6% | 96.1% | 88.9% | 93.2% | 18.5% |
| 665 | 82.9% | 83.0% | 83.3% | 94.2% | 91.9% | 92.1% | 18.9% |
| 675 | 82.8% | 84.4% | 84.5% | 93.9% | 93.2% | 92.5% | 19.5% |
| 685 | 85.7% | 83.9% | 84.3% | 97.0% | 92.6% | 94.5% | 20.3% |
| 695 | 87.8% | 83.7% | 84.2% | 99.3% | 92.3% | 95.7% | 20.9% |
| 705 | 86.8% | 84.2% | 84.6% | 97.9% | 92.7% | 94.8% | 21.2% |
| 715 | 84.6% | 84.8% | 85.0% | 95.4% | 93.3% | 93.5% | 21.4% |
| 725 | 84.3% | 86.1% | 86.1% | 94.8% | 94.5% | 93.5% | 21.9% |
| 735 | 85.6% | 87.3% | 87.4% | 96.2% | 95.8% | 94.5% | 22.5% |
| 745 | 87.1% | 87.7% | 87.9% | 97.6% | 96.0% | 95.3% | 23.3% |
| 755 | 87.6% | 86.7% | 87.1% | 98.0% | 94.7% | 95.3% | 23.9% |
| 765 | 87.8% | 85.5% | 86.0% | 97.9% | 93.2% | 94.8% | 24.7% |
| 775 | 88.0% | 85.4% | 86.0% | 98.0% | 93.0% | 94.7% | 25.4% |
| 780 | 88.2% | 85.9% | 86.5% | 98.0% | 93.5% | 94.8% | 25.6% |
Table 2 and table 3, Fig. 1~Fig. 3 represent spectral-transmission favtor result, based on wavelength based on above-mentioned experiment.
As shown in table 2 and table 3, Fig. 1~Fig. 3, embodiments of the invention are in red sensitive resin combination shape
During cured film as the thickness with 3 μm, the spectral-transmission favtor at 430~590nm wavelength is less than 20%, 635~
Spectral-transmission favtor at 780nm wavelength is more than 70% and less than 90%.
As illustrated in figure 1, in the comparative example 1 and 2 without black pigment, in red sensitive resin combination shape
During cured film as the thickness with 3 μm, more than 90% spectral-transmission favtor is shown at more than 635nm wavelength, but
In embodiment comprising black pigment, more than 70% and the spectral-transmission favtor less than 90% are shown at more than 635nm wavelength.
In addition, the embodiment comprising black pigment is formed as with 3 μm of thickness in red sensitive resin combination
During cured film, less than 20% transmissivity is shown at 430nm~590nm wavelength.
On the other hand, it is less than 0.5 weight % or more than 10 weights in black pigment on the basis of the solid constituent of colorant
It is not enough in terms of anti-external light reflection effect and visuality in the comparative example 3 and 4 for measuring %.
Claims (13)
1. red sensitive resin combination, the red sensitive resin combination gathers comprising colouring agent, alkali soluble resin, light
Conjunction property compound, Photoepolymerizationinitiater initiater and solvent, the colouring agent include red pigment and black pigment, it is characterised in that institute
Red sensitive resin combination is stated when being formed as the cured film with 3 μm of thickness, the light at 430~590nm wavelength
It is less than 20% to compose transmissivity, and the spectral-transmission favtor at 635~780nm wavelength is more than 70% and less than 90%.
2. red sensitive resin combination according to claim 1, it is characterised in that using the solid constituent of colorant as base
Standard, the black pigment is 0.5~10 weight %.
3. red sensitive resin combination according to claim 1, it is characterised in that the red pigment and black face
The weight ratio of material is 99.9~80：20~0.1.
4. red sensitive resin combination according to claim 1, it is characterised in that relative to the red sensitive
Feline amount in resin combination, comprising the weight % of colouring agent 10~80, the weight % of alkali soluble resin 5~80,
The weight % of photopolymerizable compound 5~50, with alkali soluble resin and the weight of solid constituent total content 100 of photopolymerizable compound
Measure on the basis of part, the Photoepolymerizationinitiater initiater of 0.1~40 parts by weight is included, relative to the gross weight of red sensitive resin combination
Amount, includes 25~80 weight % solvent.
5. red sensitive resin combination according to claim 1, it is characterised in that the colouring agent also includes yellow
Pigment.
6. red sensitive resin combination according to claim 5, it is characterised in that with red pigment and black pigment
The parts by weight of total content 100 on the basis of, the yellow uitramarine comprising 3~30 parts by weight.
7. red sensitive resin combination according to claim 1, it is characterised in that the red pigment is included and is selected from
C.I. a kind in pigment red179, C.I. paratoneres 177, C.I. paratoneres 209, C.I. paratoneres 242 and C.I. paratoneres 254
More than.
8. red sensitive resin combination according to claim 1, it is characterised in that the black pigment is included and is selected from
During pigment, C.I. pigment blacks 1, C.I. pigment blacks 7, carbon black, Organic Black and titanium that red, cyan and green are mixed are black
More than a kind.
9. red sensitive resin combination according to claim 5, it is characterised in that the yellow uitramarine is included and is selected from
C.I. more than a kind in pigment yellow 13 8, C.I. pigment yellow 13s 9 and C.I. pigment yellows 150.
10. the colour filter manufactured using the red sensitive resin combination according to any one of claim 1~9.
11. display element, it includes colour filter according to claim 10.
12. display element according to claim 11, it is characterised in that the display element is flexible display element.
13. display element according to claim 11, it is characterised in that the display element is organic illuminating element.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110244512A (en) * | 2018-03-08 | 2019-09-17 | 东友精细化工有限公司 | Red sensitive resin combination and colored filter comprising the composition |
| CN111722471A (en) * | 2019-03-20 | 2020-09-29 | 东友精细化工有限公司 | Photosensitive resin composition, display partition wall structure and display device |
| CN113462194A (en) * | 2020-03-31 | 2021-10-01 | 阪田油墨株式会社 | Red pigment dispersion composition for color filter |
| CN114539807A (en) * | 2020-11-26 | 2022-05-27 | 爱思开希高科技材料有限公司 | Pigment dispersion liquid composition and colored photosensitive resin composition containing same |
| TWI804709B (en) * | 2019-03-20 | 2023-06-11 | 南韓商東友精細化工有限公司 | A photo sensitive resin composition, a display partition wall structure prepared using the composition, and a display devide comprising the same |
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| JP7212921B2 (en) * | 2018-10-09 | 2023-01-26 | 山陽色素株式会社 | Coloring composition for color filter containing dark sub-pigment |
| KR102535173B1 (en) * | 2018-11-29 | 2023-05-22 | 동우 화인켐 주식회사 | A red photosensitive resin composition, a color filter comprising the same, and a display devide comprising the color filter |
| JP2020164814A (en) * | 2019-03-28 | 2020-10-08 | 住友化学株式会社 | Colored curable resin composition |
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| JP2015045736A (en) * | 2013-08-28 | 2015-03-12 | 富士フイルム株式会社 | Colored photosensitive resin composition, cured film, color filter, method for manufacturing color filter, solid-state imaging device, and image display device |
| JP2015081932A (en) * | 2013-10-21 | 2015-04-27 | 富士フイルム株式会社 | Red photosensitive resin composition, cured film, color filter, method for manufacturing color filter, solid-state imaging element, and image display device |
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| CN110244512A (en) * | 2018-03-08 | 2019-09-17 | 东友精细化工有限公司 | Red sensitive resin combination and colored filter comprising the composition |
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| CN111722471A (en) * | 2019-03-20 | 2020-09-29 | 东友精细化工有限公司 | Photosensitive resin composition, display partition wall structure and display device |
| TWI804709B (en) * | 2019-03-20 | 2023-06-11 | 南韓商東友精細化工有限公司 | A photo sensitive resin composition, a display partition wall structure prepared using the composition, and a display devide comprising the same |
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| CN113462194A (en) * | 2020-03-31 | 2021-10-01 | 阪田油墨株式会社 | Red pigment dispersion composition for color filter |
| CN114539807A (en) * | 2020-11-26 | 2022-05-27 | 爱思开希高科技材料有限公司 | Pigment dispersion liquid composition and colored photosensitive resin composition containing same |
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