CN107272337A - Cyan photosensitive polymer combination, the cyan filter comprising it and display element - Google Patents
Cyan photosensitive polymer combination, the cyan filter comprising it and display element Download PDFInfo
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- CN107272337A CN107272337A CN201710197242.8A CN201710197242A CN107272337A CN 107272337 A CN107272337 A CN 107272337A CN 201710197242 A CN201710197242 A CN 201710197242A CN 107272337 A CN107272337 A CN 107272337A
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- cyan
- pigment
- photosensitive polymer
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
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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
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Optics & Photonics (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
The present invention relates to cyan photosensitive polymer combination, the cyan filter comprising it and display element, the cyan photosensitive polymer combination includes cyan colorant, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent, the cyan colorant includes green pigment and black pigment, when cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness, spectral-transmission favtor at 425~480nm is more than 60% and less than 75%, and the spectral-transmission favtor at 530~780nm is more than 0% and less than 20%.
Description
Technical field
The present invention relates to cyan photosensitive polymer combination, the cyan filter comprising it and display element, in more detail
Say, be related to the spectrum at 425~480nm when cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness
Transmissivity is more than 60% and the cyan sense less than the spectral-transmission favtor under 75%, 530~780nm more than 0% and less than 20%
Photosensitive resin composition, the cyan filter comprising it and display element.
Background technology
As display technology of future generation, flexible display element attracts attention recently.With the plastics with flexural property
In the technology of substrate manufacture display, a variety of skills such as liquid crystal display device, organic illuminating element and Electronic Paper (E-Paper) technology
Art is effectively utilized in flexible display element field.
But, for practically application flexibility display element, when being compared with present various display product, it is necessary to can
Realize panchromatic, power consumption must diminish, 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.
, it is necessary to for protecting organic illuminating element from oxygen and the bag of moisture influence for present organic illuminating element
Blockade every (encapsulation barrier) layer, also, in order to also easily read (outdoor even in outdoor
Readability), it is necessary to which Polarizer (polarizer) is to maintain high light dark ratio (contrast ratio).
But, if Polarizer of the application with hard characteristic, can produce following shortcoming：The softness of flexible display element
Property reduction, or even absorb the light that sends of luminescent layer of organic illuminating element and make the luminance-reduction of element, thickness increase.
If on the contrary, not applying Polarizer, occurring following problem：Outer light transmissive enters after flexible display element, then
Secondary reflection and outgoing, while with the light colour mixture that was sent originally by organic illuminating element, the light dark ratio under external light source significantly reduces.
Form contained in display device on the surface in addition, being disclosed in Ebrean Registered Patent the 10-0398940th
Disclosed in the prism structure of a variety of height, KR published patent the 10-2002-0041819th form on the surface it is variable
The content of the prism of corner structure, but these do not show that light dark ratio as expecting improves effect.
Existing literature
Patent document
Patent document 1：Ebrean Registered Patent the 10-0398940th
Patent document 2：KR published patent the 10-2002-0041819th
The content of the invention
The invention problem to be solved
In organic illuminating element, in order to solve to make due to external light reflection the problem of light and shade contrast and visuality are reduced,
Use Polarizer.
Polarizer is by absorbing the outer light of incident organic illuminating element, so that incident outer light is minimum to external reflection
Change.But, light that the luminescent layer that Polarizer also absorbs organic illuminating element is sent and make the luminance-reduction of element, in organic light emission
Additionally layered polarization plate, the problem of also producing overall thickness increase in element.
Therefore, in order to solve the above problems, it is an object of the invention to provide in display element without using Polarizer
In the case of can make external light reflection minimize cyan photosensitive polymer combination.
In addition, it is an object of the invention to provide by limiting the transmissivity of particular range so as to realizing the green grass or young crops of colour developing
Color sensation photosensitive resin composition.
And then, it is an object of the invention to provide the cyan filter manufactured using above-mentioned cyan photosensitive polymer combination
And display element.
Means for solving the problems
In order to realize above-mentioned purpose, the present invention provides cyan photosensitive polymer combination, the cyan photoresist group
Compound includes cyan colorant, alkali soluble resin, photopolymerizable compound, Photoepolymerizationinitiater initiater and solvent, and above-mentioned cyan
Toner includes green pigment and black pigment, and above-mentioned cyan photosensitive polymer combination is formed as the solidification with 3 μm of thickness
During film, the spectral-transmission favtor at 425~480nm is more than 60% and less than 75%, and the spectral-transmission favtor at 530~780nm surpasses
Cross 0% and less than 20%.
In addition, the present invention provides the cyan filter manufactured with above-mentioned cyan photosensitive polymer combination.
And then, the present invention provides the display element for including above-mentioned cyan filter.
The effect of invention
The cyan photosensitive polymer combination of the present invention plays following effect：There is no layered polarization in organic illuminating element
It can minimize external light reflection in the case of plate.
In addition, the cyan photosensitive polymer combination of the present invention can be realized aobvious by limiting the transmissivity of particular range
Color.
And then, the display element manufactured with the cyan photosensitive polymer combination of the present invention has the following advantages that：There is no layer
Folded Polarizer, thickness of thin.
Brief description of the drawings
Fig. 1~Fig. 3 is the figure for the result for representing experimental example 1.Especially, Fig. 2 is result of the expression based on experimental example 1
Spectrum at the figure of spectral-transmission favtor at 425~480nm, 530~780nm of the Fig. 3 to represent the result based on experimental example 1 is saturating
Penetrate the figure of rate.
Embodiment
The present invention is described in more detail below.
It is to include cyan colorant, alkali soluble resin, optical polymerism the present invention relates to cyan photosensitive polymer combination
The cyan photosensitive polymer combination of compound, Photoepolymerizationinitiater initiater and solvent, above-mentioned cyan colorant comprising green pigment and
Black pigment, when above-mentioned cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness, at 425~480nm
Spectral-transmission favtor is more than 60% and less than 75%, and the spectral-transmission favtor at 530~780nm is more than 0% and less than 20%.
In organic illuminating element, in order to solve to make light and shade contrast and asking that visuality is reduced due to external light reflection
Topic, has used Polarizer.
Polarizer is by absorbing the outer light of incident organic illuminating element, so that incident outer light is minimum to external reflection
Change.But, the problem of Polarizer also produces following：Also absorb the light that sends of luminescent layer of organic illuminating element and make the bright of element
Degree reduction, the additionally layered polarization plate in organic illuminating element, overall thickness increase.
Therefore, in the present invention, the problem of in order to solve above-mentioned such, to provide inclined without stacking in organic illuminating element
The cyan photosensitive polymer combination that in the case of tabula rasa external light reflection can minimize.
The cyan photosensitive polymer combination of the present invention has following feature：Be formed as the solidification with 3 μm of thickness
Spectral-transmission favtor during film at 425~480nm is more than 60% and less than 75%, and the spectral-transmission favtor under 530~780nm exceedes
0% and less than 20%, colour developing can be realized while external light reflection is minimized.
The composition of the cyan photosensitive polymer combination of the present invention is explained below.
(A) cyan colorant
Green pigment is included as the cyan colorant of a composition of the cyan photosensitive polymer combination of the present invention and black
Color pigment.
Above-mentioned green pigment and black pigment can use the organic pigment or inorganic pigment typically used in the field.Separately
Outside, for above-mentioned green pigment and black pigment, resin treatment can be implemented as needed, used and imported acidic-group or alkali
Property group pigment derivative etc. surface treatment, using high-molecular compound etc. surface of pigments grafting processing, using sulphur
The micronized processing of sour micronized method etc., the cleaning treatment for the use organic solvent, the water that remove impurity etc. or using from
Removing processing of the ionic impurity of sub- exchange process etc. etc..
Above-mentioned organic pigment can use the various pigment used in printing-ink, jetted ink etc., specifically, can arrange
Enumerate water-soluble azo pigment, insoluble azo colour, phthalocyanine color, quinacridone pigment, isoindolenone pigments, iso-indoles
Quinoline pigment, perylene dye, perylene ketone pigment, triazine dioxin pigments, anthraquinone pigment, dianthraquinone pigment, anthracene pyrimidine pigment, anthrone pigment,
Indanthrone pigment, yellow anthrone pigment, pyranthrone pigments, diketo-pyrrolo pyrrole pigments etc..
In addition, as above-mentioned inorganic pigment, the metallic compounds such as metal oxide, metallic complex salt can be included, specifically,
Can enumerate tap a blast furnace, cobalt, aluminium, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony, carbon black, organic black pigments, titanium it is black and by cyan, green
Oxide or metal composite oxide of the metals such as the pigment with red mixing in black etc..
Particularly as above-mentioned organic pigment and inorganic pigment, specifically, colour index (The society can be included
Of Dyers and Colourists publish) in be categorized as the compound of pigment, more specifically, colour index can be included
(C.I.) pigment of sequence number, but these may not be defined in.
Above-mentioned green pigment is preferably comprised selected from C.I. pigment blue 15s：3、15：4、15：6th, 1 in 21,28,60,64 and 76
More than kind, more preferably comprising selected from C.I. pigment blue 15s：4 and 15：More than a kind in 6.
Above-mentioned black pigment preferably comprise selected from the pigment for mixing red, cyan and green, C.I. pigment blacks 1,
C.I. pigment black 7, carbon black, Organic Black and titanium it is black in more than a kind.
It is highly preferred that using the color dispersion liquid that carbon black is mixed and is mixed into coloring pigment of more than two kinds.
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) and lampblack (lamp black) etc..
In addition, as the product of above-mentioned carbon black, specifically, such as can include
The CHBK-17 of Mikoku Pigment Co., Ltd.；
Seast 5HIISAFHS, Seast KH, Seast 3HHAF-HS, Seast NH, the Seast of East Sea carbon (strain)
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, ダ イ ヤ グ of Mitsubishi Chemical's (strain)
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；
RAVEN-1100ULTRA, RAVEN-1080ULTRA, RAVEN- of U ロ Application PVC ア カ ー ボ Application (strain)
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-2000、RAVEN-1500、RAVEN-
1255th, RAVEN-1250, RAVEN-1200, RAVEN-1190ULTRA and RAVEN-1170 etc..
In addition, the coloring pigment that can be mixed with above-mentioned carbon black, there is 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 blue 15s：1、15：4、15：6th, 22,60,64, C.I. pigment yellow 83s, 139, C.I. pigment Violet 23s etc., this
Outside, Chinese white and fluorescent pigment etc. can be used.
Above-mentioned green pigment and black pigment are preferably with 99.9：0.1~80：20 weight is used than mixing, more preferably
With 99：1~95：1 weight is used than mixing.
In the case that the weight ratio of above-mentioned green pigment and black pigment meets above range, can have to following situation
Profit：When cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness, the spectrum at 425~480nm is realized
Transmissivity is more than 60% and less than 75%, realizes the spectral-transmission favtor at 530~780nm more than 0% and less than 20%.
If the spectral-transmission favtor when above-mentioned cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness
In the case of 60%, although the external light reflection of cyan photosensitive polymer combination works well, but the reduction of brightness causes
Visual bad, in the case of being more than 75%, although the brightness of cyan photosensitive polymer combination is good, but external light reflection is imitated
Fruit very little.
In addition, above-mentioned cyan colorant can additionally include violet pigment.Above-mentioned violet pigment, energy are included by appending
Enough adjust the color of cyan photosensitive polymer combination.
Above-mentioned violet pigment preferably comprises a kind in C.I. pigment violet 1s 4,19,23,29,32,33,36,37 and 38
More than.
Relative to the gross weight of cyan colorant, 3~30 weight % above-mentioned violet pigment is included, 10~20 are preferably comprised
Weight % above-mentioned violet pigment.
Relative to the feline amount in the cyan photosensitive polymer combination of the present invention, contain 10~80 weight %
Above-mentioned cyan colorant, the preferably above-mentioned cyan colorant containing 10~40 weight %, more preferably containing 10~30 weights
Measure % above-mentioned cyan colorant.
If the above-mentioned cyan colorant containing 10~80 weight %, the viscosity of cyan photosensitive polymer combination is low,
Excellent storage stability, dispersion efficiency rise, the rising to light dark ratio is effective.
In the present invention, feline amount means the gross weight of the residual components in addition to solvent.
The dispersible pigment dispersion that above-mentioned pigment disperses with preferably using the uniform particle sizes of pigment.As for making the particle diameter of pigment
The example for the method being uniformly dispersed, can include method containing pigment dispersing agent (a1) progress decentralized processing etc., using upper
Method is stated, the dispersible pigment dispersion for the state that pigment is uniformly dispersed in the solution can be obtained.
(a1) pigment dispersing agent
In order to maintain pigment de- cohesion and stability and add above-mentioned pigment dispersing agent, be used as the specific of pigment dispersing agent
Example, can include surfactant of cation system, anion system, nonionic system, both sexes system, Polyester, many amine systems etc. etc., this
It can each be used alone a bit or two or more is applied in combination.
As the concrete example of above-mentioned cation system surfactant, stearyl amine hydrochloride and lauryl trimethyl can be included
The amine salt such as ammonium chloride or quaternary ammonium salt etc..
As the concrete example of above-mentioned anion system surfactant, laruyl alcohol sodium sulfovinate and oleyl sulfate can be included
Alkylsurfuric acid salt, the detergent alkylates such as the higher alcohol sulfate such as sodium salt, lauryl sodium sulfate and ammonium lauryl sulfate
Alkylaryl sulfonates class such as sodium sulfonate and dodecyl sodium naphthalene sulfonate etc..
As the concrete example of above-mentioned nonionic surfactants, polyoxyethylene alkyl ether, polyoxyethylene virtue can be included
Base ether, polyoxyethylene alkylaryl ether, other polyoxyethylene derivs, ethylene oxide/propylene oxide block copolymer, sorbose
Alcohol acid anhydride fatty acid ester, polyoxyethylene sorbitan fatty acid ester, Polyoxyethylene Sorbitol Fatty Acid Esters, fatty acid glyceride,
Polyoxyethylene fatty acid ester and polyoxyethylene alkyl amine etc..
In addition, polyoxyethylene alkyl ether class, polyoxyethylene alkyl phenyl ether class, polyethylene glycol di class, mountain can be included
Pears sugar alcohol acid anhydride fatty acid ester, fatty acid modified polyesters, tertiary-amine modified polyurethanes and polyethyleneimine amine etc..
In addition, above-mentioned pigment dispersing agent is preferably comprised comprising butyl methacrylate (BMA) or methacrylic acid N, N- bis-
The acrylic ester dispersant (hereinafter referred to as acrylic ester dispersant) of methylamino ethyl ester (DMAEMA).It is used as aforesaid propylene
The commercially available product of sour ester system dispersant, can include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070
Or DISPER BYK-2150 etc., aforesaid propylene acid ester system dispersant can each be used alone or make two or more mixing
With.
Above-mentioned pigment dispersing agent is in addition to acrylic ester dispersant, it is possible to use the pigment of other resin types disperses
Agent.As the pigment dispersing agent of other above-mentioned resin types, the pigment dispersing agent of known resin type, particularly poly- ammonia can be included
Ester, polyacrylate are the polycarboxylate of representative, unsaturated polyamide, polycarboxylic acids, (part) amine salt, the polycarboxylic acids of polycarboxylic acids
Ammonium salt, the alkylamine salt of polycarboxylic acids, polysiloxanes, long-chain polyaminoamide phosphate, the ester of the polycarboxylic acids of hydroxyl and
Their modification product or formed by the reaction of polyester and poly- (rudimentary alkyleneimines) with free (free) carboxyl
Acid amides or their salt as oily dispersant；(methyl) acrylic-styrene copolymer, (methyl) acrylic acid-(first
Base) water solubility as acrylate copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or PVP
Resin or water-soluble polymeric compounds；Polyester；Modified polyacrylate；The addition product of ethylene oxide/propylene oxide and
Phosphate etc..
As the commercially available product of the pigment dispersing agent of above-mentioned other resin types, as cation system pitch dispersant, for example
The trade name of BYK (Bi Ke) chemical company can be included：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；The trade name of BASF AG：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；The trade name of Chuan Yan 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、フローレンDOPA-15BHF、フローレンDOPA-33、フローレ
Application DOPA-44 etc..
In addition to the sour ester system dispersant of aforesaid propylene, the pigment dispersing agent of other resin types can each be used alone
Or be used in mixed way two or more, it can be used with acrylic ester dispersant and use.
Relative to the parts by weight of solid constituent 100 in pigment, containing 5~60 parts by weight, 15~50 parts by weight are preferably comprised
Above-mentioned pigment dispersing agent., can be in viscosity, the micronized side of pigment in the case that the content of pigment dispersing agent meets above range
Face is favourable, and the possibility occurred after disperseing the problems such as gelation can be reduced.
(B) alkali soluble resin
Must be in cyan sense as the alkali soluble resin of 1 composition in the cyan photosensitive polymer combination of the present invention
Dissolved in the solvent of photosensitive resin composition, there is reactivity for the effect of light or heat.As long as in addition, sent out for colouring agent
Wave the function of binding resin, the soluble acrylic acid series copolymer in alkaline-based developer, then can be not special to its species
Use to limitation.
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 can be for example unsaturated monocarboxylic, unsaturated dicarboxylic or unsaturated tricarboxylic acids
Deng in the molecule with unsaturated carboxylic acids such as the unsaturated polybasic carboxylic acid of carboxyl of more than 1 etc..
Above-mentioned unsaturated monocarboxylic, specifically, for example, can be acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid
With cinnamic acid etc..
Above-mentioned unsaturated dicarboxylic, specifically, for example can be maleic acid, fumaric acid, itaconic acid, citraconic acid and mesaconic acid
Deng.
Above-mentioned unsaturated polybasic carboxylic acid can be acid anhydrides, such as can be maleic anhydride, itaconic anhydride and citraconic anhydride.
Above-mentioned unsaturated polybasic carboxylic acid can be single (2- methacryloxyalkyls) ester, can be amber specifically
Sour single (2- acryloyl-oxyethyls) ester, mono succinate (2- methacryloxyethyls) ester, phthalic acid list (2- propylene
Trimethylammonium) ester and phthalic acid list (2- methacryloxyethyls) ester etc..
Above-mentioned unsaturated polybasic carboxylic acid can be list (methyl) acrylate of the dicarboxyl based polyalcohol of two ends, specifically
Ground, can be ω-carboxy-polycaprolactone mono acrylic ester and ω-carboxy-polycaprolactone monomethacrylates etc..
The above-mentioned monomer containing carboxyl each can be used in mixed way using a kind or by two or more.
As other monomers that can be with the above-mentioned monomer copolymerization containing carboxyl, specifically, can for example include styrene, α-
Methyl styrene, o- vinyltoluene, m- vinyltoluene, p- vinyltoluene, p- chlorostyrene, o- methoxybenzene
Ethene, m- methoxy styrene, p-methoxystyrene, o- vinyl benzyl methyl ether, m- vinyl benzyl methyl ether,
P- vinyl benzyl methyl ether, o- vinylbenzyl glycidyl base ether, m- vinylbenzyl glycidyl base ether, p- second
The aromatic ethenyl compound such as alkenyl benzyl glycidyl ether and indenes；
Methyl acrylate, methyl methacrylate, ethyl acrylate, EMA, n-propyl, methyl
N-propyl, isopropyl acrylate, isopropyl methacrylate, n-butyl acrylate, n-BMA, propylene
The secondary butyl ester of sour isobutyl ester, Isobutyl methacrylate, sec-butyl acrylate, methacrylic acid, tert-butyl acrylate, metering system
Tert-butyl acrylate, acrylic acid 2- hydroxy methacrylates, 2-hydroxyethyl methacrylate, acrylic acid 2- hydroxy propyl esters, methacrylic acid 2-
Hydroxy propyl ester, acrylic acid 3- hydroxy propyl esters, methacrylic acid 3- hydroxy propyl esters, acrylic acid 2- hydroxybutyls, methacrylic acid 2-
Hydroxybutyl, acrylic acid 3- hydroxybutyls, methacrylic acid 3- hydroxybutyls, acrylic acid 4- hydroxybutyls, methacrylic acid 4-
Hydroxybutyl, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, acrylate
Ester, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, acrylic acid 2- methoxy acrylates, methacrylic acid 2-
Methoxy acrylate, acrylic acid 2- phenoxy ethyls, methacrylic acid 2- phenoxy ethyls, methoxyl group diethylene glycol (DEG) acrylate, first
Epoxide diethylene glycol (DEG) methacrylate, methoxy triglycol acrylate, methoxy triglycol methacrylate, methoxy propyl
Butanediol acrylate, MPEG methacrylate, methoxyl group DPG acrylate, methoxyl group DPG first
Base acrylate, isobornyl acrylate, isobornyl methacrylate, acrylic acid DCPA, methacrylic acid are double
Cyclopentadiene ester, acrylic acid 2- hydroxyl -3- phenoxy-propyls, methacrylic acid 2- hydroxyl -3- phenoxy-propyls, glycerine list propylene
The unsaturated carboxylate type such as acid esters and glycerin monomethyl acrylic ester；
Acrylic acid 2- amino ethyl esters, methacrylic acid 2- amino ethyl esters, acrylic acid 2- dimethylamino ethyl esters, metering system
Sour 2- dimethylamino ethyl esters, acrylic acid 2- amino propyl ester, methacrylic acid 2- amino propyl ester, acrylic acid 2- dimethylaminos third
Ester, methacrylic acid 2- dimethylaminos propyl ester, acrylic acid 3- amino propyl ester, methacrylic acid 3- amino propyl ester, acrylic acid 3-
The unsaturated carboxylic acid aminoalkyl esters such as dimethylamino propyl ester and methacrylic acid 3- dimethylamino propyl ester；
The unsaturated carboxylic acid glycidol esters such as glycidyl acrylate and GMA；
The generating vinyl carboxylate esters such as vinylacetate, propionate, vinyl butyrate and vinyl benzoate；
The unsaturated ethers such as vinyl methyl ether, EVE and allyl glycidyl ether；
The vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, α-chloro-acrylonitrile and inclined dicyanoethylene；
Acrylamide, Methacrylamide, α-chloroacrylamide, N-2- hydroxyethyl acrylamides and N-2- hydroxyethyls
The unsaturated acyl amine such as Methacrylamide；
The unsaturated acyl imines such as maleimide, N-phenylmaleimide and N- N-cyclohexylmaleimides；
The aliphatic conjugated diene class such as 1,3- butadiene, isoprene and chlorobutadiene；With
In polystyrene, PMA, polymethyl methacrylate, polyacrylic acid N-butyl, polymethylacrylic acid
N-butyl, the end of the polymer molecular chain of polysiloxanes have the huge monomer class of single acryloyl group or monomethacrylate acyl group
Deng.Above-mentioned monomer each can be used in mixed way using a kind or by two or more.
That is, 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 addition, above-mentioned alkali soluble resin is preferably (methyl) acrylic acid/(methyl) benzyl acrylate copolymer, (methyl)
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 converted weight mean molecule quantity of measure is necessary for 5,000~50,000, preferably 8,000~40,000, more excellent
Elect 10,000~30,000 as.
If the weight average molecular weight of above-mentioned alkali soluble resin is 5,000~50,000, then hardness of film is improved, and is shown
Show excellent residual film ratio, the good dissolubility and the resolution ratio of raising for developer solution in unexposed portion can be shown.
In addition, the acid number of above-mentioned alkali soluble resin is 50~150 (mgKOH/g), preferably 60~140, more preferably
80~130.
In the range of above-mentioned 50~150 acid number, alkali soluble resin is improved for the dissolubility of developer solution, unexposed
Portion is easily dissolved and high sensitivity, during development, the pattern residual of exposure portion, it is possible to increase residual film ratio.
In addition, relative to the feline amount in the cyan photosensitive polymer combination of the present invention, containing 5~80 weights
Measure % above-mentioned alkali soluble resin, it is preferable that contain 10~60 weight %.In the case of meeting above range, occur residual
The possibility for the problem of film rate is reduced and reliability is reduced reduces, and pattern is formed easily.
(C) photopolymerizable compound
Must be rear as the photopolymerizable compound of 1 composition in the cyan photosensitive polymer combination of the present invention
Polymerizable compound in the presence of the Photoepolymerizationinitiater initiater (D) stated.
As photopolymerizable compound, monofunctional monomer, 2 functional monomers or polyfunctional monomer can be used, 2 are preferably used
Functional monomer, but it is not limited to this.
As the concrete example of above-mentioned monofunctional monomer, there are nonyl phenyl carbitol acrylate, acrylic acid 2- hydroxyl -3- benzene
Epoxide propyl ester, 2- ethylhexyl carbitols acrylate, acrylic acid 2- hydroxy methacrylates or NVP etc., but not
It is defined in these.
As the concrete example of above-mentioned 2 functional monomer, there are 1,6- hexylene glycols two (methyl) acrylate, ethylene glycol two (methyl)
Acrylate, neopentyl glycol two (methyl) acrylate, triethylene glycol two (methyl) acrylate, double (acryloxies of bisphenol-A
Ethyl) ether or 3- methyl pentanediols two (methyl) acrylate etc., but it is not limited to these.
As the concrete example of above-mentioned polyfunctional monomer, there are trimethylolpropane tris (methyl) acrylate, ethoxylation three
Hydroxymethyl-propane three (methyl) acrylate, propoxylation trimethylolpropane tris (methyl) acrylate, (first of pentaerythrite three
Base) acrylate, pentaerythrite four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, the season of ethoxylation two
Penta tetrol six (methyl) acrylate, (methyl) acrylate of propoxylated dipentaerythritol six or dipentaerythritol six (methyl)
Acrylate etc., but it is not limited to these.
Relative to the gross weight of the cyan photosensitive polymer combination of the present invention, the above-mentioned of 5~50 weight % is preferably comprised
Photopolymerizable compound, further preferably 7~45 weight %.Above-mentioned photopolymerizable compound is above-mentioned 5~50 weight % model
When enclosing, can make the intensity and reliability of pixel portion becomes good.
(D) Photoepolymerizationinitiater initiater
As long as making as the Photoepolymerizationinitiater initiater of 1 composition in the cyan photosensitive polymer combination of the present invention above-mentioned
Photopolymerizable compound (C) polymerize, then its species can be used with no particular limitation.
Especially, sight of the above-mentioned Photoepolymerizationinitiater initiater from polymerization property, efficiency of initiation, absorbing wavelength, acquired, price etc.
Point sets out, and preferably uses selected from acetophenone based compound, benzophenone based compound, triazine based compound, bisglyoxaline system chemical combination
More than a kind of compound in thing, oxime compound and thioxanthones based compound.
Above-mentioned acetophenone based compound, specifically, for example, 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- benzyl -2- diformazans
Base amino -1- (4- morphlinophenyls) butane -1- ketone, 2- hydroxy-2-methyls -1- [4- (1- methyl ethylenes) phenyl] propane -
1- ketone and 2- (4- methyl-benzyls) -2- (dimethylamino) -1- (4- morphlinophenyls) butane -1- ketone etc..
Above-mentioned benzophenone based compound, specifically, for example, can include benzophenone, 0- benzoyl benzoic acid first
Ester, 4- phenyl benzophenones, -4 '-dimethyl diphenyl sulfide of 4- benzoyls, 3,3 ', 4,4 '-four (tert-butyl crosses oxygen carbonyl)
Benzophenone and 2,4,6- tri-methyl benzophenones etc..
Above-mentioned triazine based compound, specifically, for example, can include double (trichloromethyl) -6- (the 4- methoxybenzenes of 2,4-
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] double (trichloromethyl) -6- [2- (3,4- Dimethoxyphenyls) the vinyl] -1,3,5- triazines of -1,3,5- triazines and 2,4-
Deng.
Above-mentioned united imidazole, specifically, for example, can include 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-four benzene
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 and 4,4 ', the phenyl of 5,5 ' positions is by alcoxyl
Imidazolium compounds of carbonyl substitution etc..In these, 2,2 '-bis- (2- chlorphenyls) -4,4 ', 5,5 '-tetraphenyl connection miaow are preferably used
Double (the 2,6- dichlorophenyls) -4,4 ', 5 of azoles, 2,2 '-bis- (2,3- dichlorophenyls) -4,4 ', 5,5 '-tetraphenyl bisglyoxaline and 2,2-,
5 '-tetraphenyl -1,2 '-bisglyoxaline.
As above-mentioned oxime ester based compound, specifically, can for example include 1,2- acetyl caproyls (1,2-Octanedione),
1- [4- (thiophenyl) phenyl]-, 2- (O- benzoyl oximes) (1- [4- (phenylthio) phenyl]-, 2- (O-
)) and 1- [9- ethyls -6- (2- methyl benzoyls) -9H- carbazole -3- bases] ethyl ketone 1- (O- acetyl group oxime) benzoyloxime
(1-[9-Ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone1-(O-acetyloxime))
Deng.As the oxime ester based compound of city's mid-sales, BASF AG can be includedOXE01、OXE02
WithOXE03 etc..
Above-mentioned thioxanthones based compound, specifically, for example, can include ITX, 2,4- diethyl thioxanthenes
Ketone, the clopenthixal ketones of 2,4- bis- and the chloro- 4- propoxythioxanthones of 1- etc..
In addition, the sensitivity of the cyan photosensitive polymer combination in order to improve the present invention, above-mentioned Photoepolymerizationinitiater initiater can enter
One step triggers adjuvant (d1) comprising photopolymerization.Cyan photosensitive polymer combination of the present invention containing photopolymerization by drawing
Adjuvant (d1) is sent out, so that sensitivity is further improved, it is possible to increase productivity ratio.
Above-mentioned photopolymerization initiation adjuvant, which can be preferably used, is selected from amines, carboxylic acid compound, with mercaptan
More than a kind of compound in the organosulfur compound of base.
As above-mentioned amines, preferably use aromatic amines compound, specifically, can use such as triethanolamine,
The aliphatic amine compound such as methyl diethanolamine and triisopropanolamine；4- dimethylaminobenzoic acids methyl esters, 4- dimethylaminos
Ethyl benzoate, 4- dimethylaminobenzoic acids isopentyl ester, 4- dimethylaminobenzoic acid 2- ethylhexyls, benzoic acid 2- diformazans
Base amino ethyl ester, N, N- dimethyl-p-toluidines, 4,4 '-bis- (dimethylamino) benzophenone (common name：Michler's keton) and 4,4 '-
Double (diethylamino) benzophenone etc..
Above-mentioned carboxylic acid compound is preferably the miscellaneous acetate type of aromatic series, specifically, for example, can include phenyl acetic acid, first
Base phenyl acetic acid, ethylphenyl thioacetic acid, Methylethyl phenyl thioacetic acid, 3,5-dimethylphenyl thioacetic acid, methoxy
Base phenyl acetic acid, dimethoxyphenylthio acetic acid, chlorophenylthio acetic acid, dichlorophenyl thioacetic acid, N- phenyl are sweet
Propylhomoserin, phenoxyethanoic acid, naphthylthio acetic acid, N- naphthyls glycine and naphthoxy acetic acid etc..
The above-mentioned organosulfur compound with mercapto, specifically, for example, can include 2-mercaptobenzothiazole, Isosorbide-5-Nitrae-bis-
(3- sulfydryls butyryl acyloxy) butane, 1,3,5- tri- (3- sulfydryls butoxyethyl group) -1,3,5- triazines -2,4,6 (1H, 3H, 5H)-three
Ketone, trimethylolpropane tris (3-thiopropionate), pentaerythrite four (3- mercaptobutylates), (the 3- sulfydryls third of pentaerythrite four
Acid esters), dipentaerythritol six (3-thiopropionate) and tetraethylene glycol double (3-thiopropionates) etc..
Relative to the feline amount in the cyan photosensitive polymer combination of the present invention, 0.1~40 weight can be contained
Measure % above-mentioned Photoepolymerizationinitiater initiater, it is preferable that 1~30 weight % can be contained.
If the above-mentioned Photoepolymerizationinitiater initiater containing 0.1~40 weight %, make the height sense of cyan photosensitive polymer combination
Degreeization, shortens the time for exposure, therefore productivity ratio is improved, and is able to maintain that high resolution ratio.In addition, the intensity of pixel portion and above-mentioned picture
The flatness on the surface in plain portion can become good.
And then, relative to the gross weight of Photoepolymerizationinitiater initiater, the above-mentioned photopolymerization containing 10~100 weight % triggers auxiliary
Agent, preferably comprises 20~100 weight %.
Above-mentioned photopolymerization triggers in the case that the content of adjuvant meets above range, can make the sensitivity for dyestuff
The short-circuit possibility that pattern occurs in reduction, developing procedure reduces.
(E) solvent
As long as above-mentioned solvent effectively, then can for other compositions contained in dissolving cyan photosensitive polymer combination
With no particular limitation using the solvent used in common cyan photosensitive polymer combination, particularly preferred ethers, acetate esters,
Aromatic hydrocarbon, ketone, alcohols, esters or amide-type etc..
As above-mentioned ethers, for example, it can include ethylene glycol single methyl ether, ethylene glycol monomethyl ether, ethylene glycol monopropyl ether
With the ethylene glycol monoalkyl ether class such as ethylene glycol monobutyl ether；
The diethylene glycol (DEG)s such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol (DEG) dipropyl ether and diethylene glycol dibutyl ether
Dialkyl ether etc..
As above-mentioned acetate esters, for example, it can include methylcellosolve acetate, ethyl cellosolve acetate, acetic acid second
Ester, butyl acetate, pentyl acetate, methyl lactate, ethyl lactate, butyl lactate, acetic acid 3- methoxybutyls, acetic acid 3- methyl-
3 Methoxy 1 butyl acetate, acetic acid methoxyl group pentyl ester, ethylene glycol acetate, ethylene acetate, 3- methoxypropionic acid first
Ester, methyl proxitol acetate, 3- methoxyl group -1- butylacetic acids ester, 1,2- propylene-glycol diacetates, ethylene glycol monobutyl ether
Acetic acid esters, diethylene glycol monoethyl ether acetate, dipropylene glycol methyl ether acetic acid esters, 1,3 butylene glycol diacetate esters, diglycol monotertiary
Butyl ether acetic acid esters, ethylene glycol single methyl ether acetic acid esters, ethylene glycol monomethyl ether acetate, diglycol monotertiary acetic acid esters, diethylene glycol (DEG)
Diacetate esters, diethylene glycol monobutyl ehter acetic acid esters, Propylene glycol monoacetate, propylene-glycol diacetate, propylene glycol monomethyl ether second
Acid esters, propylene glycol monoethyl acetic acid esters, ethylene carbonate and propylene carbonate etc..
As above-mentioned aromatic hydrocarbon, such as can include benzene,toluene,xylene and mesitylene.
As above-mentioned ketone, for example, it can include MEK, acetone, methyl amyl ketone, methyl iso-butyl ketone (MIBK) and cyclohexanone
Deng.
As above-mentioned alcohols, for example, it can include ethanol, propyl alcohol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerine and 4- hydroxyls
Base -4-methyl-2 pentanone etc..
As above-mentioned esters, for example, it can include 3- ethoxyl ethyl propionates, 3- methoxy methyl propionates and gamma-butyrolacton
Deng.
As above-mentioned amide-type, for example, it can include dimethylformamide (DMF) and METHYLPYRROLIDONE (NMP).
Above-mentioned solvent can each be used alone or be used in mixed way two or more.
Above-mentioned solvent preferably uses the organic solvent that boiling point is 100 DEG C~200 DEG C in terms of coating and drying property,
Propylene glycol monomethyl ether, propylene glycol monoethyl acetic acid esters, cyclohexanone, ethyl lactate, lactic acid fourth can for example be included
Ester, 3- ethoxyl ethyl propionates and 3- methoxy methyl propionates etc..
Above-mentioned solvent, relative to the gross weight of cyan photosensitive polymer combination, containing 25~80 weight %, is preferably comprised
30~70 weight %.If containing above-mentioned solvent in above-mentioned 25~80 weight % scope, using roll coater, spin coater, narrow
During the apparatus for coating coating such as seam and spin coater, slit coater (being otherwise referred to as molded coating machine) and ink-jet, coating
Become good.
(F) additive
Above-mentioned additive is optionally added as needed, for example, can be included selected from filler, other producing high-moleculars
More than a kind in compound, curing agent, surfactant, closely sealed accelerator, ultra-violet absorber and anti-flocculating agent.
As above-mentioned filler, glass or aluminum oxide etc. can be used, but does not limit its species.
As the concrete example of above-mentioned other high-molecular compounds, epoxy resin, maleimide resin etc. can be included
Curable resin, polyvinyl alcohol, polyacrylic acid, polyalkylene glycol monoalkyl ether, polyacrylic acid fluothane base ester, polyester and polyurethane etc.
Thermoplastic resin etc..
Above-mentioned curing agent is used in order to improve deep solidification and mechanical strength, as the concrete example of curing agent, can be enumerated
Go out epoxide, polyfunctional isocyanate compound, melamine compound and oxetane compound etc..
As above-mentioned curing agent, as the concrete example of epoxide, bisphenol-A system epoxy resin, hydrogenation pair can be included
Phenol A systems epoxy resin, Bisphenol F system epoxy resin, A Hydrogenated Bisphenol A F systems epoxy resin, phenolic resin varnish type epoxy resin, other fragrance
Family epoxy resin, alicyclic ring family epoxy resin, ethylene oxidic ester system resin, glycidol amine system resin or above-mentioned asphalt mixtures modified by epoxy resin
Aliphatic, alicyclic or aromatic epoxy compound, fourth beyond brominated derivative, epoxy resin and its brominated derivative of fat
Diene (co) polymer epoxides, isoprene (co) polymer epoxides, (methyl) glycidyl acrylate (common)
Polymer and triglycidyl isocyanurate etc..
In above-mentioned curing agent, as the concrete example of oxetane compound, can include carbonic ester dioxygen azetidine,
Dimethylbenzene dioxygen azetidine, adipate ester dioxygen azetidine, terephthalate dioxygen azetidine and hexamethylene dicarboxyl
Sour dioxygen azetidine etc..
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, such as having polybasic carboxylic acid class, polybasic carboxylic acid anhydride and acid agent.Above-mentioned polynary carboxylic
Anhydrides can be used as the commercially available product of epoxy curing agent.As above-mentioned commercially available product, Adeka can be included
Hardener EH-700 (Adeka industry (strain) manufacture), Rikacid HH (new Japan Chemical (strain) manufacture) and MH-700 are (new
Japan Chemical (strain) is manufactured) etc..Foregoing illustrative curing agent can be used alone or two or more kinds mixed.
In order to which the envelope for further improving cyan photosensitive polymer combination is formed, above-mentioned surfactant can be used,
Preferably using silicon-type, fluorine system, ester system, cation system, anion system, nonionic system, amphoteric surfactant etc..
Above-mentioned silicone based surfactants, for example, as commercially available product, have DOW CORNING Dong Li organosilicons company DC3PA,
DC7PA, SH11PA, SH21PA and SH8400 etc., have the TSF-4440 of organosilicon company of GE Toshiba, TSF-4300, TSF-4445,
TSF-4446, TSF-4460 and TSF-4452 etc..
Above-mentioned fluorine system surfactant, for example, being used as commercially available product, the メ ガ ピ ー of You great Japanese inks chemical industrial company
ス F-470, F-471, F-475, F-482 and F-489 etc..
In addition, as other workable commercially available products, KP (SHIN-ETSU HANTOTAI's chemical industry (strain)), Port リ フ ロ ー can be included
(POLYFLOW) (common prosperity society chemistry (strain)), エ Off ト ッ プ (EFTOP) (ト ー ケ system プ ロ ダ クツ Co., Ltd.), メ ガ Off
ァ ッ Network (MEGAFAC) (big Japanese ink chemical industry (strain)), Off ロ ラ ー De (Flourad) (Sumitomo 3M (strain)), ア サ ヒ
ガ ー De (Asahi guard), サ ー Off ロ Application (Surflon) (being manufactured above for Asahi Glass (strain)), ソ Le ス パ ー ス
(SOLSPERSE) (Lubrisol), EFKA (EFKA ケ ミ カ Le ズ Co., Ltd.), PB821 (aginomoto (strain)) and
Disperbyk series (BYK-chemi) etc..
Foregoing illustrative surfactant can each be used alone or two or more is applied in combination.
Species to above-mentioned closely sealed accelerator is not particularly limited, can as the concrete example of workable closely sealed accelerator
Include vinyltrimethoxy silane, VTES, vinyl three (2- methoxy ethoxies) silane, N-
(2- amino-ethyls) -3- amino propyl methyls dimethoxysilane, N- (2- amino-ethyls) -3- aminopropyl trimethoxy silicon
Alkane, APTES, 3- glycidoxypropyltrimewasxysilanes, 3- glycidoxypropyl first
Base dimethoxysilane, 2- (3,4- epoxycyclohexyls) ethyl trimethoxy silane, 3- chloropropylmethyldimethoxysilanes, 3-
R-chloropropyl trimethoxyl silane, 3- methacryloxypropyl trimethoxy silanes, 3-mercaptopropyi trimethoxy silane, 3-
NCO propyl trimethoxy silicane and 3- NCO propyl-triethoxysilicanes etc..
Foregoing illustrative closely sealed accelerator can each be used alone or two or more is applied in combination.It is above-mentioned closely sealed
Accelerator, relative to the feline amount in cyan photosensitive polymer combination, can generally contain 0.01~10 weight %,
It is preferred that 0.05~2 weight % can be contained.
Species to above-mentioned ultra-violet absorber is not particularly limited, as workable concrete example, can include 2- (3-
Tert-butyl -2- hydroxy-5-methyl bases phenyl) -5- chlorobenzotriazoles, alkoxy benzophenone etc..
Species to above-mentioned anti-flocculating agent is not particularly limited, as workable concrete example, can include polyacrylic acid
Sodium etc..
The manufacture method of the cyan photosensitive polymer combination of the present invention is as described below.
First, above-mentioned cyan colorant (A) is mixed with solvent (E), carries out disperseing up to pigment using ball mill etc.
Average grain diameter turns into less than 0.2 μm Zuo You.Now, as needed, can be by pigment dispersing agent (a1), alkali soluble resin (B)
Part or all be mixed together with solvent (E), it is dissolved or scattered.
Remainder, the optical polymerism chemical combination of alkali soluble resin (B) are further added in the coloring thing of above-mentioned mixing
Thing (C), Photoepolymerizationinitiater initiater (D) and the additive (F) and solvent (E) that use as needed so that as defined concentration,
Cyan photosensitive polymer combination of the present invention can be manufactured.
In addition, colour filter that offer of the present invention is manufactured with cyan photosensitive polymer combination and the display element with it.
In one embodiment, display element can be organic illuminating element.
In another embodiment, display element can be flexible display element.
First, by cyan photosensitive polymer combination in substrate (being usually glass) or the cyan photonasty tree being previously formed
After being coated with the layer that the solid constituent of oil/fat composition is constituted, by heat drying, the volatile ingredients such as solvent are removed, obtain smooth
Film.
As coating method, applied for example with spin coating, cast coating method, roller rubbing method, slit and rotary coating or slit
Cloth method etc. is implemented.After coating, it is thermally dried (prebake), or is heated after being dried under reduced pressure, evaporates into solvent etc.
Divide volatilization.Wherein, heating-up temperature is usually 70~200 DEG C, preferably 80~130 DEG C.Coating thickness after heat drying is usual
For 1~8 μm or so.To the film so obtained, via the mask irradiation ultraviolet radiation for forming target pattern.Now, in order to
Parallel rays is equably irradiated to exposure portion entirety, in addition, the correct contraposition in order to implement mask and substrate, preferably uses and cover
The devices such as mould aligner, stepper.If irradiation ultraviolet radiation, the solidification at the position of ultraviolet has been irradiated.
As above-mentioned ultraviolet, g line (wavelength can be used：436nm), h lines, i line (wavelength：365nm) etc..Ultraviolet
Exposure can be selected as suitably desired, to it and be not limited in the present invention.If making the film and development that solidification is completed
Liquid is contacted, and non-exposed portion is dissolved and is developed, then can be obtained the sept of the pattern form with target.
Above-mentioned developing method is liquid additive process, infusion process, spray-on process etc., is not particularly limited.In addition, can make during development
Substrate tilts arbitrary angle.Above-mentioned developer solution is usually the aqueous solution containing alkali compounds and surfactant.
Above-mentioned alkali compounds can be inorganic or organic basic compound, be not particularly limited.It is used as above-mentioned inorganic base
Property compound, for example, can include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, phosphoric acid
Ammonium dihydrogen, potassium dihydrogen phosphate, sodium metasilicate, potassium silicate, sodium carbonate, potassium carbonate, sodium acid carbonate, saleratus, Boratex, potassium borate
With ammonia etc..
In addition, as organic basic compound, such as TMAH, 2- hydroxyethyl trimethyl hydrogen can be included
Amine-oxides, monomethyl amine, dimethylamine, trimethylamine, monoethyl amine, diethylamine, triethylamine, Mono Isopropylamine, diisopropylamine and monoethanolamine etc..
Above-mentioned inorganic or organic basic compound can be each used alone or two or more kinds mixed.Relative to
The concentration of alkali compounds in the gross weight of developer solution, above-mentioned developer solution is 0.01~10 weight %, preferably 0.03~5 weight
Measure %.
Surfactant in above-mentioned developer solution can be used selected from above-mentioned nonionic surfactants, anion system
Surfactant and cation system surfactant more than one.Relative to the gross weight of developer solution, in above-mentioned developer solution
The concentration of surfactant is 0.01~10 weight %, more preferably preferably 0.05~8 weight %, 0.1~5 weight %.It is aobvious
Movie queen, is washed, and can implement the rear baking of 10~60 minutes at 150~230 DEG C as needed.
Using the present invention cyan photosensitive polymer combination, by above-mentioned such each operation, can on substrate shape
Into specific pattern.
Below in order to be specifically described to the present invention, enumerate embodiment and explain.But, it is of the present invention to implement
Example can be deformed into a variety of forms, should not be construed as the scope of the present invention being defined in embodiments discussed below.This hair
Bright embodiment is provided in order to which those skilled in the art are more fully illustrated with the present invention.
The synthesis of the alkali soluble resin of synthesis example 1.
In the flask for the 1000mL for possessing agitator, thermometer, reflux condensing tube, dropping funel and nitrogen ingress pipe, throw
Enter the parts by weight of propylene glycol monomethyl ether 120, the parts by weight of propylene glycol monomethyl ether 80, AIBN2 parts by weight, the weight of acrylic acid 13
Measure part, the parts by weight of benzyl methacrylate 10, the parts by weight of styrene 57, the parts by weight of methyl methacrylate 20 and dodecyl
The parts by weight of mercaptan 3, have carried out nitrogen displacement.Then, stir, the temperature of reaction solution is risen to 110 DEG C, it is reacted 6 after rising
Hour.
The solid constituent acid number of the alkali soluble resin so manufactured is 100.2mgKOH/g, and what is determined with GPC divides equally again
Son amount Mw is about 15110.
The manufacture ＞ of ＜ cyan photosensitive polymer combinations
Embodiment 1~6 and comparative example 1~2.
The cyan photosensitive polymer combination of embodiment 1~6 and comparative example 1~2 has been manufactured with the composition of table 1 below.
【Table 1】(unit：Parts by weight)
(A-1) green pigment：C.I. pigment blue 15：6
(A-2) green pigment：C.I. pigment blue 15：4
(A-3) violet pigment：C.I. pigment Violet 23
(A-4) black pigment：PBk7：Carbon-black (MA-8, Mitsubishi Denki K.K.)
(B) alkali soluble resin：The alkali soluble resin manufactured in synthesis example 1
(C) photopolymerizable compound：Dipentaerythritol acrylate (KAYARD DPHA；Japanese chemical drug (strain) manufacture)
(D) Photoepolymerizationinitiater initiater：2-O- benzoyl oximes -1- [4- (thiophenyl) phenyl] -1,2- acetyl caproyls (OXE-01；
BASF is manufactured)
(E) solvent：Propylene glycol monomethyl ether
The manufacture of the colour filter of experimental example 1. and the measure of spectral-transmission favtor
Using spin-coating method by the cyan photosensitive polymer combination of embodiment 1~6 and comparative example 1~2 respectively at 2 inches
After being coated with glass substrate (Corning Incorporated manufacture, " EAGLE XG "), place on hot plate, 3 are maintained at a temperature of 100 DEG C
Minute, form film.
Then, on the above-mentioned films place have make transmissivity in the range of 1~100% the pattern of stepped change and
The experiment photomask of 3x3cm exposure portion pattern, makes with experiment photomask at intervals of 100 μm, has irradiated ultraviolet.Now,
Ultraviolet uses the high-pressure sodium lamp of the 1kW containing whole g, h and i line, with 100mJ/cm2Illumination irradiation, not using special
Optical filter.
The film for having irradiated above-mentioned ultraviolet is impregnated 2 minutes in pH10.5 KOH aqueous development solution, shown
Shadow.Then, after being cleaned using distilled water to the glass plate for being coated with film, nitrogen is sprayed, is dried, with 200 DEG C
Heated oven is heated 25 minutes, has manufactured each colour filter.
The thickness of obtained film is 3 μm, and the thickness of film uses film thickness measuring device (DEKTAK6M；Veeco companies manufacture)
Determine.
The colour filter of embodiment 1~6 and comparative example 1~2 for above-mentioned manufacture, uses colorimeter (Olympus Corp
Manufacture, OSP-200) determine 380nm~780nm scope visible region in spectral-transmission favtor, show the result in following
Table 2 and table 3, Fig. 1~Fig. 3.
【Table 2】
【Table 3】
| Wavelength (nm) | Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | Embodiment 6 | Comparative example 1 | Comparative example 2 |
| 530 | 6.8% | 6.7% | 6.7% | 7.5% | 7.5% | 7.0% | 8.2% | 7.5% |
| 550 | 2.6% | 2.6% | 2.6% | 3.1% | 3.0% | 2.7% | 2.7% | 2.8% |
| 570 | 0.8% | 0.7% | 0.7% | 0.8% | 0.8% | 0.8% | 0.8% | 0.8% |
| 590 | 0.5% | 0.5% | 0.5% | 0.5% | 0.5% | 0.5% | 0.6% | 0.6% |
| 610 | 0.5% | 0.4% | 0.4% | 0.5% | 0.5% | 0.5% | 0.5% | 0.5% |
| 630 | 0.6% | 0.6% | 0.6% | 0.6% | 0.6% | 0.7% | 0.7% | 0.7% |
| 650 | 1.6% | 1.6% | 1.6% | 1.5% | 1.5% | 1.7% | 1.7% | 1.7% |
| 670 | 3.2% | 3.2% | 3.2% | 2.8% | 2.8% | 3.3% | 3.2% | 3.4% |
| 690 | 3.6% | 3.6% | 3.6% | 2.9% | 2.9% | 3.7% | 3.5% | 3.8% |
| 710 | 3.3% | 3.2% | 3.2% | 2.6% | 2.5% | 3.3% | 3.1% | 3.4% |
| 730 | 1.7% | 1.7% | 1.7% | 2.2% | 2.2% | 1.7% | 1.8% | 1.8% |
| 750 | 1.4% | 1.4% | 1.4% | 3.5% | 3.5% | 1.4% | 1.5% | 1.5% |
| 770 | 2.6% | 2.6% | 2.6% | 6.9% | 6.9% | 2.6% | 2.9% | 2.7% |
| 780 | 7.6% | 7.5% | 7.5% | 15.6% | 15.6% | 7.6% | 8.1% | 8.0% |
It is used as the embodiment 1~6 comprising green pigment and the cyan photosensitive polymer combination of the invention of black pigment
Show following result：When cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness, 425~
Spectral-transmission favtor at 480nm is more than 60% and less than 75%, the spectral-transmission favtor at 530~780nm more than 0% and less than
20%.
On the contrary, the comparative example 1 and 2 without black pigment is formed as with 3 μm of thickness in cyan photosensitive polymer combination
Transmissivity maximum during the cured film of degree at 425nm~480nm turns into 82%.
Thus, it can be known that the cyan photosensitive polymer combination of the present invention is when being formed as the cured film with 3 μm of thickness,
Spectral-transmission favtor at 425~480nm is more than 60% and less than 75%, and the spectral-transmission favtor at 530~780nm is more than 0%
And less than 20%, thus, it is possible to produce following effect：External light reflection is minimized, can be developed the color.
In addition, cyan photosensitive polymer combination manufacture colour filter of the invention can be used, there is provided comprising above-mentioned colour filter
The display element of device, because above-mentioned display element can be without using Polarizer, therefore, it is possible to reduce the thickness of display element.
Claims (12)
1. cyan photosensitive polymer combination, the cyan photosensitive polymer combination is to include cyan colorant, alkali-soluble
Resin, photopolymerizable compound, the cyan photosensitive polymer combination of Photoepolymerizationinitiater initiater and solvent, the cyan colorant bag
Containing green pigment and black pigment, when the cyan photosensitive polymer combination is formed as the cured film with 3 μm of thickness,
Spectral-transmission favtor at 425~480nm is more than 60% and less than 75%, and the spectral-transmission favtor at 530~780nm is more than 0%
And less than 20%.
2. cyan photosensitive polymer combination according to claim 1, it is characterised in that with 99.9：0.1~80：20
Weight ratio mixes green pigment and black pigment.
3. cyan photosensitive polymer combination according to claim 1, it is characterised in that the cyan colorant is also included
Violet pigment.
4. cyan photosensitive polymer combination according to claim 3, it is characterised in that total relative to cyan colorant
Weight, includes 3~30 weight % above-mentioned violet pigment.
5. cyan photosensitive polymer combination according to claim 1, it is characterised in that the green pigment is included and is selected from
C.I. pigment blue 15：3、15：4、15：6th, more than a kind in 21,28,60,64 and 76.
6. cyan photosensitive polymer combination according to claim 1, it is characterised in that the black pigment is included and is selected from
By red, cyan and the pigment of green mixing, C.I. pigment blacks 1, C.I. pigment blacks 7, carbon black, Organic Black and titanium it is black in a kind
More than.
7. cyan photosensitive polymer combination according to claim 3, it is characterised in that the violet pigment is included and is selected from
C.I. more than a kind in pigment violet 14,19,23,29,32,33,36,37 and 38.
8. cyan photosensitive polymer combination according to claim 1, it is characterised in that relative to the cyan photonasty
Feline amount in resin combination, includes the weight % of cyan colorant 10~80, the weight of alkali soluble resin 5~80
%, the weight % of photopolymerizable compound 5~50 and Photoepolymerizationinitiater initiater 0.1~40 weight % are measured, it is photosensitive relative to the cyan
The gross weight of property resin combination, includes the weight % of solvent 25~80.
9. the cyan filter manufactured with cyan photosensitive polymer combination according to claim 1.
10. display element, it includes cyan filter according to claim 9.
11. display element according to claim 10, it is characterised in that the display element is flexible display element.
12. display element according to claim 10, it is characterised in that the display element is organic illuminating element.
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| KR1020160153641A KR102558671B1 (en) | 2016-03-31 | 2016-11-17 | A blue photosensitive resin composition, blue color filter and display device comprising the same |
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| CN109696801A (en) * | 2017-10-20 | 2019-04-30 | 东友精细化工有限公司 | Color dispersion liquid, photosensitive composition, pattern layer, colour filter and display device |
| CN111344359A (en) * | 2017-11-16 | 2020-06-26 | 住友化学株式会社 | Blue curable resin composition, blue color filter, and display device including the 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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| TW202112842A (en) * | 2019-07-30 | 2021-04-01 | 日商富士軟片股份有限公司 | Colored resin composition, film, color filter, solid-state image pickup element, and image display device |
| WO2021235373A1 (en) * | 2020-05-22 | 2021-11-25 | 富士フイルム株式会社 | Resin composition, film, optical filter, solid image pickup element, and image display apparatus |
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| CN107272337B (en) | 2021-03-30 |
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