CN103460087B - For image formation resin combination and the display element of ink-jetting style - Google Patents

For image formation resin combination and the display element of ink-jetting style Download PDF

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Publication number
CN103460087B
CN103460087B CN201280017067.5A CN201280017067A CN103460087B CN 103460087 B CN103460087 B CN 103460087B CN 201280017067 A CN201280017067 A CN 201280017067A CN 103460087 B CN103460087 B CN 103460087B
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China
Prior art keywords
composition
resin combination
image formation
formation resin
ink
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Expired - Fee Related
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CN201280017067.5A
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Chinese (zh)
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CN103460087A (en
Inventor
浦野和久
藤城光一
斋藤亨
吉冈敬裕
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Nippon Steel Chemical and Materials Co Ltd
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Nippon Steel Chemical Co Ltd
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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/201—Filters in the form of arrays
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/22—Esters containing halogen
    • C08F220/24—Esters containing halogen containing perhaloalkyl radicals
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41C—PROCESSES FOR THE MANUFACTURE OR REPRODUCTION OF PRINTING SURFACES
    • B41C1/00—Forme preparation
    • B41C1/10—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme
    • B41C1/1066—Forme preparation for lithographic printing; Master sheets for transferring a lithographic image to the forme by spraying with powders, by using a nozzle, e.g. an ink jet system, by fusing a previously coated powder, e.g. with a laser
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133509—Filters, e.g. light shielding masks
    • G02F1/133514—Colour filters
    • G02F1/133516—Methods for their manufacture, e.g. printing, electro-deposition or photolithography

Abstract

The invention provides and do not need separating element, matrix, ink-jet method can be utilized to manufacture the portrait formation resin combination of color filter.This portrait formation resin combination can be printed as a little with ink-jetting style on the transparent substrate or the image formation resin combination of striated, it is characterized in that, at least containing fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater, and be more than 90 % by weight at the content of the composition of whole composition mid-boiling point more than 200 DEG C, use the cured film that this image formation resin combination is made, with at least containing optical polymerism composition and Photoepolymerizationinitiater initiater and the static contact angle θ that the content of the composition of boiling point more than 200 DEG C is other inks of more than 90 % by weight is shown as more than 35 °.

Description

For image formation resin combination and the display element of ink-jetting style
Technical field
The present invention relates to on the transparent substrate by ink-jetting style obtain point, striated image formed film resin combination and use the cured film of this resin combination as the display element of image formation material.
Background technology
The instead electronic media of paper, the exploitation of the display device such as electronic paper is day by day prevailing.Relative to the CRT, the liquid crystal display that belong to types of display in the past, electronic paper etc. mainly adopt the reflection-type display mode employing the show media be made up of white particles, black particles etc., need to have high white reflection rate, high contrast ratio.And, require the storage effect of the image had display, can with low voltage drive and then frivolous, cheap etc.In addition, in recent years, require that with the white reflection rate contrast ratio of paper same quality be natural as display characteristic, also expect for full-color display simultaneously.
Such as, patent documentation 1,2 and 3 describes and at random switches in the reflection display device of the electrophoretic of white states and black state at the particle charged by impressed voltage, arranges the technology that color filter can carry out colored display.But, the color filter mentioned in these techniques is can at middle such color filters in the past used such as liquid crystal indicators, there is the black matrix" becoming light shielding part, the next door forming determined pixel region, there is the problem of the infringement brightness caused that diffuses because of charged particle.
On the other hand, patent documentation 4 describes and the color filter without black matrix" is applied to reflection display device.But, so-called photoetching process is have employed in this patent documentation 4, namely, the support base material forming color filter is applied to the anticorrosive additive material of certain color, after making its drying, use exposure machine to carry out pattern exposure, utilize alkaline-based developer to develop and form painted areas, carried out colors repeat and manufacture color filter, thus exist operation number many and in cost unfavorable and also waste anticorrosive additive material problem.
But, when using at the ink-jet method manufacture color filter that liquid crystal indicator etc. is known, such as, as recorded in patent documentation 5,6 and 7, at the composition for ink that the region coating that pixel is formed is red, blue, green, make it solidify to form painted film.Now, in order to the position precision in necessity well and form painted film exactly, in advance next door etc. is set by photo-mask process, apply assorted composition for ink thus in the region formed simultaneously, thus cost can be cut down compared with above-mentioned photoetching process, and the waste of composition for ink can be eliminated.
And, the method not forming while separating element (next door) is not set painted film in multiple painted areas is proposed in patent documentation 8, this technology replaces separating element to form black matrix" on support base material, applies composition for ink and smear respectively in its region.
Prior art document
Patent documentation
Patent documentation 1: Japanese Unexamined Patent Publication 2003-161964 publication
Patent documentation 2: Japanese Unexamined Patent Publication 2004-361514 publication
Patent documentation 3: Japanese Unexamined Patent Publication 2008-83536 publication
Patent documentation 4: Japanese Unexamined Patent Publication 2006-267831 publication
Patent documentation 5: Japanese Laid-Open Patent Publication 59-75205 publication
Patent documentation 6: Japanese Unexamined Patent Publication 2001-350012 publication
Patent documentation 7: Japanese Unexamined Patent Publication 11-281815 publication
Patent documentation 8: Japanese Unexamined Patent Publication 2010-54777 publication
Summary of the invention
The technical matters that invention will solve
As described above, when utilizing ink-jetting style to manufacture color filter, lot of advantages can be obtained, but method is up to now necessary to form separating element (next door), black matrix" separately.Generally, separating element etc. are lithographically formed, and full ink-jetting style cannot be utilized to make color filter, weaken the advantage that the cost degradation, the technique that utilize ink-jet to bring is simply such.In addition, the problem that the brightness occurring to be caused by separating element, matrix declines.
On the other hand, if do not form separating element, matrix and directly on the transparent substrate with ink-jetting style ejection pigmented ink, then usually producing the overlapping and colour mixture problem that causes of multiple painted film because being formed, being difficult to form color filter.
The present invention completes in view of so above-mentioned prior art situation, its object is to, provides and there is no need setting example as separating element, matrix, utilize ink-jet method can manufacture the image formation resin combination of color filter.Thus, such as, for the reflection display device that the monochrome of electronic paper etc. shows, brightness can not be made to reduce easy and carry out colour display at an easy rate.
The means of technical solution problem
Present inventor etc., various research has been carried out for solving the problems of the technologies described above, the mode that found that the gap area arranging regulation on the transparent substrate prints image formation resin combination of the present invention, irradiation ultraviolet radiation obtains cured film, then other inks are sprayed to this gap area, thus not by separating element, matrix, and the problem such as the colour mixture that the film because obtaining can be prevented overlapping and cause, thus complete the present invention.
Namely, the present invention is a kind of image formation resin combination, can be printed as a little with ink-jetting style on the transparent substrate or the image formation resin combination of striated, it is characterized in that, at least containing fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater, and be more than 90 % by weight at the content of the composition of whole composition mid-boiling point more than 200 DEG C, the cured film using this image formation resin combination to make with at least containing optical polymerism composition and Photoepolymerizationinitiater initiater and the static contact angle θ that the content of the composition of boiling point more than 200 DEG C is other inks of more than 90 % by weight is shown as more than 35 °.
The present invention can be printed as a little with ink-jetting style or the image formation resin combination of striated on the transparent substrate, and it is at least containing fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater.Herein, fluorine-containing composition contained in described image formation resin combination, the multipolymer of the Structure composing preferably represented by following formula (1).
(in formula, R 1represent hydrogen atom, methyl, trifluoromethyl or chlorine, X represents the divalent organic group of carbon number 1 ~ 6, R frepresent the perfluoroalkyl of carbon number 4 ~ 6, and Y being divalent group, is that have can the residue of monomer of unsaturated group of copolymerization.)
For the molecular weight of multipolymer with the structure that above formula (1) represents, preferably 3000 ~ 100000.If lower than 3000, then not there is liquid-repellant; If more than 100000, then reducing with the intermiscibility of image formation resin combination, is undesirable.In addition, as forming the multipolymer of structure that represented by formula (1) and there is the monomer of fluorine-containing composition, preferably using the fluorochemical monomer composition shown in following formula (2) as using.
CH 2=C(R 1)COOXR f(2)
(in formula, R 1represent hydrogen atom, methyl, trifluoromethyl or chlorine, X represents the divalent organic group of carbon number 1 ~ 6, R frepresent the perfluoroalkyl of carbon number 4 ~ 6.)
That is, the fluorine-containing composition in image formation resin combination, with containing fluorine-containing perfluoroalkyl R f(methyl) acrylic ester unit or containing R fα-chloroacrylic acid ester units be main body, the multipolymer with known (methyl) acrylic ester unit can be used.
As the example of the monomer that above formula (2) represents, CH can be enumerated 2=CH (R 1) COOR 2r f, CH 2=CH (R 1) COOR 2nR 3sO 2r f, CH 2=CH (R 1) COOR 2nR 3cOR f, CH 2=CH (R 1) COOCH 2cH (OH) R 4r fdeng.Herein, R 2represent the alkylidene of carbon number 1 ~ 6, R 3represent the alkyl of hydrogen atom or carbon number 1 ~ 4, R 4represent the alkylidene of singly-bound or carbon number 1 ~ 4.Wherein, as R 2concrete example, can-CH be enumerated 2-,-CH 2cH 2-,-CH (CH 3)-,-CH 2cH 2cH 2-,-C (CH 3) 2-,-CH (CH 2cH 3)-,-CH 2cH 2cH 2cH 2-,-CH (CH 2cH 2cH 3)-,-CH 2(CH 2) 3cH 2-,-CH (CH 2cH (CH 3) 2)-etc.In addition, as R 3concrete example, can-CH be enumerated 3,-CH 2cH 3,-CH 2cH 2cH 3,-CH 2cH 2cH 2cH 3deng.And then, as R 4concrete example, can-CH be enumerated 2-,-CH 2cH 2-,-CH (CH 3)-,-CH 2cH 2cH 2-,-C (CH 3) 2-,-CH (CH 2cH 3)-,-CH 2cH 2cH 2cH 2-,-CH (CH 2cH 2cH 3)-etc.X in above formula (1), from the angle easily obtained, the alkylidene of preferred carbon number 2 ~ 4.The monomer that above formula (1) represents can be used alone, and also can share two or more.R ffor the straight-chain of carbon number 4 ~ 6 or the perfluoroalkyl of branched or [(CF 3) 2cF] 2c=C (CF 3)-or (CF 3) 2c=C (CF 2cF 3the intermiscibility of)-, other compositions of fluorine based compound and image formation resin combination of the present invention is thus good, and when forming film at printing images formation resin combination, fluorine based compound can not condense each other.
In addition, as can with (methyl) acrylate of fluorine-containing unit copolymerization, known polymkeric substance can be used.As this (methyl) acrylate, specifically, (methyl) acrylic acid can be enumerated, (methyl) methyl acrylate, (methyl) ethyl acrylate, (methyl) propyl acrylate, (methyl) isopropyl acrylate, (methyl) butyl acrylate, (methyl) sec-butyl acrylate, (methyl) tert-butyl acrylate, (methyl) acrylic acid 3-pentyl ester, (methyl) Hexyl 2-propenoate, (methyl) 2-ethyl hexyl acrylate, (methyl) aliphatic acrylate, (methyl) acrylic acid 2,2-dimethyl propyl ester, (methyl) acrylic acid 1-ethylpropyl, (methyl) cyclohexyl acrylate, (methyl) phenyl acrylate, (methyl) benzyl acrylate, (methyl) acrylic acid 2-tert-butyl group phenyl ester, (methyl) acrylic acid 2-naphthalene ester, (methyl) acrylic acid 2-methoxy acrylate, (methyl) acrylic acid 3-methoxyl propyl ester, (methyl) acrylic acid 3-methoxybutyl, (methyl) acrylic acid 4-methoxyl phenyl ester, (methyl) acrylic acid 2-methoxycarbonyl phenyl ester, (methyl) acrylic acid 3-ethoxy propyl ester, (methyl) acrylic acid 2-ethoxycarbonyl-phenyl ester, (methyl) acrylic acid 2-ethoxy methyl esters, (methyl) acrylic acid 2-ethoxy propyl ester, (methyl) acrylic acid 2-ethoxycarbonyl-phenyl ester, (methyl) acrylic acid 4-butoxy carbonyl phenyl ester, (methyl) acrylic acid 2-chlorobenzene ester, (methyl) acrylic acid 4-chlorobenzene ester, (methyl) acrylic acid 4-cyanaoethyl methacrylate, (methyl) acrylic acid 2-cyano group benzyl ester, (methyl) acrylic acid 4-cyanobenzene ester, (methyl) acrylic acid 4-cyano group-3-thiosulfate pentahydrate, the own ester of (methyl) acrylic acid 6-cyano group-3-sulfo-, (methyl) acrylic acid 3-thiosulfate pentahydrate, the own ester of (methyl) acrylic acid 4-sulfo-, (methyl) acrylic acid 3-sulfo-pentyl ester, (methyl) acrylic acid is to toluene ester, (methyl) isobornyl acrylate, (methyl) isobutyl acrylate, (methyl) acrylic acid 2-hydroxy methacrylate, (methyl) acrylic acid 2-hydroxy propyl ester, (methyl) acrylic acid 2-hydroxybutyl, (methyl) dodecylacrylate, (methyl) octadecyl acrylate, (methyl) methoxyethyl diglycol ester, (methyl) acrylic acid tetrahydrofurfuryl ester, (methyl) glycidyl acrylate, (methyl) methoxyethyl triethyleneglycol ester, (methyl) acrylic acid ethyl carbitol ester, (methyl) acrylic acid dihydro ring penta diethylester, (methyl) behenyl base ester, (methyl) acrylate, (methyl) acrylic acid diethylamino ethyl ester, (methyl) tbutylaminoethylacrylate, (methyl) acrylic acid dicyclopentenyl ester, (methyl) acrylic acid dicyclopentenyl oxygen ethyl ester etc.
Fluorine-containing set member contained in image formation resin combination of the present invention, for suppressing the overlapping composition with the film formed with other inks, relative to all solids component amount in image formation resin combination, can containing 0.05 ~ 10 % by weight, preferably relative to all solids component amount in image formation resin combination, can be 0.05 % by weight ~ 2 % by weight.If more than 10 % by weight, then may cause the pollution of inkjet nozzle, the pollution of transparency carrier; Or this fluorine-containing set member is separated out.On the contrary, if fewer than 0.05 % by weight, the surface of the cured film then obtained after uv irradiation refuses inkly to become insufficient, exist and become remarkable by printing the overlapping of film that other inks of being formed obtain afterwards, especially, relative to the cured film formed, printing afterwards forms the static contact angle θ during film obtained by other inks kbe difficult to reach more than 35 °.
In addition, as optical polymerism composition contained in image formation resin combination of the present invention and other inks, can polyfunctional monomer be used, preferably can enumerate aqueous multifunctional acrylmonomers.Low-viscosity 2 officials being more preferably easy ink-jet ejection can to the multifunctional acrylmonomers of 3 officials' energy.As functional group, can enumerate acryloxy, methacryloxy, allyl etc., other functional groups are also passable certainly.As the concrete example of UV-curable, can 1 be illustrated, 6-hexanediyl ester, 1,9-nonanediol diacrylate, 1,4-butanediol diacrylate, ethylene glycol dimethacrylate, neopentylglycol dimethacrylate, trimethylolpropane triacrylate, 1,3-BDO dimethylacrylate etc.In addition, in addition, in order to improve photo-curable further, also can add 4 officials can above multifunctional acrylmonomers, oligomer.Such as, can enumerate with pentaerythrite be skeleton 3 officials can or 4 officials can acrylate, methacrylate; With dipentaerythritol be skeleton 5 officials can or 6 officials can acrylate, methacrylate etc.It should be noted that, for optical polymerism composition, image formation resin combination is different also passable from composition contained in other inks, but from the angle of the film (cured film) formed on the transparent substrate for the formation of uniform image, expects to use identical composition.
In addition, for the content of light trigger composition, preferably relative to all solids component amount respective in image formation resin combination, other both inks, content is 1 ~ 10 % by weight.If be less than 1 % by weight, then solidification becomes insufficient, and if more than 10 % by weight, then because the intensity after solidification may become not enough, thus not preferred.
And then, as image formation resin combination of the present invention, with Photoepolymerizationinitiater initiater contained in other inks, cementing agent, reaction formation difference (the such as free radical polymerization of polyfunctional monomer, cationic polymerization etc.), in addition, consider that the kind of each material is suitably selected, such as, can enumerate 1-hydroxy-cyclohexyl-benzophenone, 2,2-dimethoxy-1,2-diphenylethane-1-ketone, 2-methyl isophthalic acid-[4-(methyl thio) phenyl]-2-morpholinopropane-1-ketone, 2-benzyl-2-dimethylamino-1-(4-morpholino phenyl)-butane-1-ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-ketone, 1-[4-(2-hydroxyl-oxethyl) phenyl]-2-hydroxy-2-methyl-1-propane-1-ketone, 2,4,6 trimethyl benzoyl diphenyl base-phosphine oxides, two acylphosphine oxide, benzoin ethyl ether, benzoin isobutyl ether, benzoin isopropyl ether, ITX, 2,4-diethyl thioxanthone, 2-(3-dimethylamino-2-hydroxy propyloxy group)-3,4-dimethyl-9H-thioxanthones-9-ketone internal compensation chloride, benzophenone, o-benzoyl base benzoic acid methyl esters, 4-benzoyl-4 '-methyl-diphenyl sulfide, 3,3 ', 4,4 '-four (t-butyloxycarbonyl), to dimethylamino ethyl benzoate, to dimethylamino benzoic acid isopentyl ester, 1,3,5-triacryl six hydrogen-s-triazine, two (the trichloromethyl)-s-triazine of 2-[2-(5-methylfuran-2-base) vinyl]-4,6-, two (the trichloromethyl)-s-triazine of 2-[2-(furans-2-base) vinyl]-4,6-, methylbenzoyl formate, the Photoepolymerizationinitiater initiaters such as TMDPO.
Image forms the content with the Photoepolymerizationinitiater initiater in resin combination and other inks, relative to respective all solids component amount, usually coordinates with the ratio of 2 ~ 30 % by weight, preferably 5 ~ 20 % by weight.If Photoepolymerizationinitiater initiater content is less than 2 % by weight relative to solid constituent total amount, then when making it solidify on the transparent substrate image formation resin combination and the coating of other inks, the hardness of film, chemical proofing etc. of the film (cured film) likely obtained become insufficient as the characteristic of film.On the contrary, if more than 30 % by weight, then, when making it solidify on the transparent substrate image formation resin combination and the coating of other inks, the situation of film (cured film) to the adaptation difference of transparency carrier may be there is.It should be noted that, Photoepolymerizationinitiater initiater is identical with the situation of optical polymerism composition, image formation resin combination can be different with contained composition in other inks, but from forming the angle of uniform film (cured film) on the transparent substrate, preferably use identical composition.
Solvent is coordinated in image formation resin combination and other inks, but in order to all good ejection can be carried out from ink-jet, preferably use the composition that volatility is low, specifically, in order to obtain good ink-jet ejection, the composition of boiling point more than 200 DEG C is made to reach more than 90 % by weight.If the composition that boiling point is more than 200 DEG C is less than 90 % by weight, then the ejection of ink-jet becomes unstable, cannot carry out good description, possibly cannot obtain continuous print uniform pattern.
As the solvent of boiling point more than 200 DEG C, such as, the ethylene glycol monoalkyl ether acetate classes such as ethylene glycol monomethyl ether acetate can be used; The diethylene glycol such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether monoalkyl ethers; The diethylene glycol monoalkyl ether acetate classes such as diethylene glycol list n-butyl ether acetic acid esters; The propylene-glycol monoalky lether such as propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate acetate esters; Other high boiling solvent such as ethers, gamma-butyrolacton classes such as diethylene glycol dimethyl ether etc.
In addition, image is formed with in resin combination and other inks, in order to realize film forming respectively, can add bonding agent in the range of viscosities that can carry out ink-jet ejection.As bonding agent, can use himself do not have the resin of polymerisation reactivity or himself have in the resin of polymerisation reactivity any one, also can combine bonding agent of more than two kinds use.
In order to by formed by image the film (cured film) obtained with resin combination and other inks make painted film and be combined with toner when, can from toner and inorganic colourant, select arbitrary colorant to use.Wherein, as toner, such as, can use dyestuff, organic pigment, natural colouring matter etc.In addition, as inorganic colourant, such as, inorganic pigment, extender pigment etc. can be used.Wherein, the color emissivity of organic pigment is high, thermotolerance is also high, therefore can preferably use.As organic pigment, such as, at color index (C.I.; TheSocietyofDyersandColourists society issues) in be categorized as the compound of pigment (Pigment), specifically, the pigment composed and number with such color index (C.I.) can be enumerated below.
That is, C.I. pigment yellow 1 can be enumerated, C.I. pigment yellow 3, C.I. pigment Yellow 12, C.I. pigment yellow 13, C.I. pigment Yellow 14, C.I. pigment yellow 15, C.I. pigment yellow 16, C.I. pigment yellow 17, C.I. pigment yellow 20, C.I. pigment yellow 24, C.I. pigment yellow 31, C.I. pigment yellow 55, C.I. pigment yellow 60, C.I. pigment yellow 61, C.I. pigment yellow 65, C.I. pigment yellow 71, C.I. pigment yellow 73, C.I. pigment yellow 74, C.I. pigment yellow 81, C.I. pigment yellow 83, C.I. pigment yellow 93, C.I. pigment yellow 95, C.I. pigment yellow 97, C.I. pigment yellow 98, C.I. pigment yellow 100, C.I. pigment yellow 101, C.I. pigment yellow 104, C.I. pigment yellow 106, C.I. pigment yellow 108, C.I. pigment yellow 109, C.I. pigment yellow 110, C.I. pigment yellow 113, C.I. pigment yellow 114, C.I. pigment yellow 116, C.I. pigment yellow 117, C.I. pigment yellow 119, C.I. pigment Yellow 12 0, C.I. pigment Yellow 12 6, C.I. pigment Yellow 12 7, C.I. pigment Yellow 12 8, C.I. pigment Yellow 12 9, C.I. pigment yellow 13 8, C.I. pigment yellow 13 9, C.I. pigment yellow 150, C.I. pigment yellow 151, C.I. pigment yellow 152, C.I. pigment yellow 153, C.I. pigment yellow 154, C.I. pigment yellow 155, C.I. pigment yellow 156, C.I. pigment yellow 166, C.I. pigment yellow 168, C.I. pigment yellow 17 5,
C.I. pigment orange 1, C.I. pigment orange 5, C.I. pigment orange 13, C.I. pigment orange 14, C.I. pigment orange 16, C.I. pigment orange 17, C.I. pigment orange 24, C.I. pigment orange 34, C.I. pigment orange 36, C.I. pigment orange 38, C.I. pigment orange 40, C.I. pigment orange 43, C.I. pigment orange 46, C.I. pigment orange 49, C.I. pigment orange 51, C.I. pigment orange 61, C.I. pigment orange 63, C.I. pigment orange 64, C.I. pigment orange 71, C.I. pigment orange 73; C.I. pigment violet 1, C.I. pigment violet 19, C.I. pigment Violet 23, C.I. pigment violet 29, C.I. pigment violet 32, C.I. pigment violet 36, C.I. pigment violet 38;
C.I. paratonere 1, C.I. paratonere 2, C.I. pigment red 3, C.I. pigment red 4, C.I. paratonere 5, C.I. paratonere 6, C.I. paratonere 7, C.I. pigment Red 8, C.I. Pigment Red 9, C.I. paratonere 10, C.I. paratonere 11, C.I. paratonere 12, C.I. paratonere 14, C.I. paratonere 15, C.I. paratonere 16, C.I. paratonere 17, C.I. paratonere 18, C.I. paratonere 19, C.I. pigment red 21, C.I. paratonere 22, C.I. paratonere 23, C.I. pigment red 30, C.I. pigment red 31, C.I. pigment red 32, C.I. pigment red 37, C.I. pigment red 38, C.I. pigment red 40, C.I. pigment red 41, C.I. pigment red 42, C.I. pigment red 4 8:1, C.I. pigment red 4 8:2, C.I. pigment red 4 8:3, C.I. pigment red 4 8:4, C.I. pigment red 4 9:1, C.I. pigment red 4 9:2, C.I. paratonere 50:1, C.I. paratonere 52:1, C.I. paratonere 53:1, C.I. paratonere 57, C.I. paratonere 57:1, C.I. paratonere 57:2, C.I. paratonere 58:2, C.I. paratonere 58:4, C.I. paratonere 60:1, C.I. paratonere 63:1, C.I. paratonere 63:2, C.I. paratonere 64:1, C.I. pigment red 81: 1, C.I. pigment Red 83, C.I. pigment Red 88, C.I. Pigment Red 9 0:1, C.I. Pigment Red 97, C.I. paratonere 101, C.I. paratonere 102, C.I. paratonere 104, C.I. paratonere 105, C.I. paratonere 106, C.I. paratonere 108, C.I. pigment red 112, C.I. paratonere 113, C.I. paratonere 114, C.I. pigment red 122, C.I. pigment red 123, C.I. paratonere 144, C.I. pigment red 146, C.I. pigment red 149, C.I. paratonere 150, C.I. paratonere 151, C.I. paratonere 166, C.I. paratonere 168, C.I. paratonere 170, C.I. paratonere 171, C.I. paratonere 172, C.I. paratonere 174, C.I. paratonere 175, C.I. paratonere 176, C.I. paratonere 177, C.I. paratonere 178, C.I. pigment red179, C.I. paratonere 180, C.I. paratonere 185, C.I. paratonere 187, C.I. paratonere 188, C.I. paratonere 190, C.I. paratonere 193, C.I. paratonere 194, C.I. paratonere 202, C.I. paratonere 206, C.I. Pigment Red 207, C.I. paratonere 208, C.I. paratonere 209, C.I. pigment red 21 5, C.I. pigment red 21 6, C.I. paratonere 220, C.I. paratonere 224, C.I. paratonere 226, C.I. paratonere 242, C.I. paratonere 243, C.I. paratonere 245, C.I. paratonere 254, C.I. paratonere 255, C.I. paratonere 264, C.I. paratonere 265,
C.I. pigment blue 15, C.I. pigment blue 15: 3, C.I. pigment blue 15: 4, C.I. pigment blue 15: 6, C.I. pigment blue 60; C.I. pigment Green 7, C.I. pigment green 36; C.I. pigment brown 23, C.I. pigment brown 25 etc.
In addition, as the concrete example of inorganic pigment, extender pigment, titanium dioxide, barium sulphate, calcium carbonate, zinc paste, lead sulfate, yellow lead, zinc chrome, Bengala (red iron oxide (III)), cadmium red, ultramarine, dark purple, chrome oxide green, cobalt green, umber etc. can be enumerated.It should be noted that, the colorant mixed in image formation resin combination and other ink can individually use, and also can mix two or more and use.
About colorant, consider the spray nozzle clogging etc. because ink-jet method causes, preferably to use together with macromolecule dispersing agent micronize decentralized stabilization to the particle of below 100nm.That is, spreading agent mixes as required in order to make colorant disperse well.Such as, as spreading agent, the surfactant of kation system, negative ion system, nonionic system, both sexes, silicon-type, fluorine system etc. can be used.In surfactant, the high molecular surfactant (macromolecule dispersing agent) that preferably following illustration is such.That is, the polyoxyethylene alkyl ether class such as polyoxyethylene lauryl ether, polyoxyethylene stearyl base ether, polyoxyl 10 oleyl ether; The polyoxyethylene alkyl phenyl ether such as NONIN HS 240, ethylene nonyl phenyl ether class; The polyethylene glycol di such as polyethylene glycol dilaurate, polyglycol distearate class; Sorbitan fatty acid esters class; Fatty acid modified polyesters; The high molecular surfactants such as tertiary-amine modified polyurethanes.
Content during mixed colorant, relative to the solid constituent total amount of image formation resin combination or other inks, respectively usual with 1 ~ 60 % by weight, preferably 5 ~ 40 % by weight ratio mixed colorant.If relative to the blending ratio of the colorant of solid constituent total amount lower than 1 % by weight, then the transmission density likely image formation resin combination etc. being applied into (being generally about 0.1 ~ 2.0 μm) during regulation thickness is not enough.On the contrary, if more than 60 % by weight, then, when making it solidify on the transparent substrate the coatings such as image formation resin combination, likely the adaptation of painted film to transparency carrier is poor, and may become insufficient as the characteristic of the film of hardness of film etc.
In order to obtain image formation resin combination or other inks, mix above-mentioned such basis respectively, blending surface tension regulator, reactive diluent for the purpose of lowering viscousity as required, as ink for inkjet, is mixed with the characteristic value being applicable to ejection characteristic continuously.Normally used ink gun, utilizes piezoelectric element work.For this reason, viscosity is when black head temperature is 20 ~ 45 DEG C, and become 5 ~ 30mPasec, it is suitable that surface tension is set to 20 ~ 40N/m.In addition, image formation resin combination of the present invention contains fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater, and needs to make cured film static contact angle θ to the ink of composition by the boiling point more than 200 DEG C containing 90 % by weight kbe more than 35 °, be preferably more than 40 °.By making this static contact angle be more than 35 °, the possibility of the colour mixture that can prevent the overlap because of film from causing effectively.
In addition, for for the manufacture of the transparency carrier of color filter employing image formation resin combination of the present invention, can transmitted light, be not particularly limited, the glass such as, used in liquid crystal display etc. naturally much less, can at the transparent plastic sheet of the middle transmissivities more than 90% such as acrylate, PET, PC, polyolefin used such as electronic paper or film.
There is to manufacture surface the color filter of uniform coating (cured film), surface treatment can be carried out to transparency carrier in advance, thus the contact angle of resin combination and transparency carrier is adjusted.Spray other inks on the transparent substrate by ink-jet method, image formation resin combination is aqueous, the surface tension that therefore its surface tension and transparency carrier have makes the degree of wetting diffusion change.Therefore, preferably as required surface treatment etc. is carried out to transparency carrier.
In the image formation resin combination of the present invention particularly applied under the state not having adjacent cured film, by the contact angle θ with transparency carrier lit is suitable for being set to more than 3 °.If contact angle is lower than it, then sprays drop exceedingly wetting diffusion on the transparent substrate, likely become and cannot the film (cured film) forming regulation be controlled.In addition, when using image formation resin combination of the present invention to form straight line solidification film, this contact angle θ lpreferred upper limit value be 25 °.If contact angle θ lmore than 25 °, then such as arrange description straight line from the drop of the image formation resin combination of nozzle ejection continuously with linearity, the drop of ejection after the drop then first fallen on the transparent substrate can absorb and drop is concentrated at ad-hoc location, likely can be formed and be called as that protuberance is such, wetting diffusion that drop is uneven.
It should be noted that, in recent years, the small-sized high illumination ultraviolet radiation device (be such as Omron, day sub-chemical industry etc.) employing UV-LED lamp is commercially available, these irradiators are used to carry out Ultraviolet radiation after description, to the shape of the cured film that effective guarantee is formed on the transparent substrate, to avoiding, such as protuberance etc. occurring, is effective.
On the other hand, define the state forming the cured film formed with resin combination by image of the present invention in adjacent region under, ink-jet is sprayed onto in other inks on transparency carrier, with the contact angle θ of transparency carrier lfill up the situation of the painting intermembrane space of solidification if consider, be then not limited to this contact angle.When paying attention to more wetting diffusion, preferred contact angle θ lit is less than 25 °.
As the surface preparation of transparency carrier, can suitably utilize known method according to the kind of transparency carrier.Such as, except atmos plasma method, corona discharge, UV treatment, use can also be enumerated and apply the process etc. that fluorine system refuses ink agent or use silane coupling agent in advance.
Make to be sprayed onto the image formation resin combination on transparency carrier, other ink cured and form film (cured film) time, because the sensitivity of image formation resin combination etc. is different, ultraviolet irradiation amount can be set to 200mJ/cm 2more than degree, preferred 500mJ/cm 2above.This Ultraviolet radiation, if such as use the ink discharge device of the stand (stage) with mounting transparency carrier, by the ejection of image formation resin combination etc. and Ultraviolet radiation at the enterprising line operate of same stand, then do not need the handing-over etc. of the support base material of inter process, efficiency can manufacture color filter well.
In addition, after also can forming all films (cured film) on the transparent substrate, irradiate enough ultraviolets further.Ultraviolet irradiation amount is now 1000mJ/cm 2be more than suitable, but the degree of solidification also depend on the kind of image formation resin combination etc., the illumination/output wavelength of ultraviolet radiation device, more than the exposure that thus generally preferably the resid vol rate dependence of exposure reduces.In addition, except ultraviolet curing, the thermal treatment of 80 DEG C ~ about 160 DEG C can also be imposed, the permanance as color filter is improved further.
When using image formation resin combination of the present invention to manufacture color filter by ink-jetting style, first, use image formation resin combination of the present invention in the direction of scanning of ink gun at predetermined intervals printing points or in the direction of scanning with ink gun track (one-step print) at predetermined intervals concurrently, their irradiation ultraviolet radiations are formed on the transparent substrate to the gap area of regulation, form cured film.Then, other inks (secondary printing) are printed to these gap areas, irradiation ultraviolet radiation makes curing of coating, there is not and that cause the problem of colour mixture such possibility overlapping with the cured film previously formed, so there is no necessaryly as previous methods, form separating element, matrix, can color filter be made.
Invention effect
After using image formation resin combination of the present invention to form cured film, then, other inks are sprayed to the gap area formed by this cured film, form multiple film on the transparent substrate, do not form as previous methods, need photoetching process black matrix", separating element thus, the colour mixture caused because of the overlap of film can be prevented, utilize ink-jet method to manufacture color filter.Therefore, the problem that the brightness that causes because of separating element, matrix declines can be eliminated, and the simply such advantage of cost degradation, technique can be obtained.
The color filter so obtained like this, for do not need the black matrix" thought for the purpose of the shading of TFT element panel, be such as favourable by such reflection display device colorizes such as the electronic papers of E-ink mode, color display element that is bright, excitation excellence can be provided.It should be noted that, image formation resin combination of the present invention, is not limited only to the color filter application being applicable to utilizing ink-jetting style.Except color filter, usually also can be suitable for the such situation in multiple regions of ink jet printing manufacture formation predetermined pattern.
Accompanying drawing explanation
Fig. 1 is the key diagram of the situation representing the static contact angle θ measuring composition for ink in an embodiment.
Embodiment
Below, based on embodiment, more specific detail is carried out to the present invention, but the present invention is not limited to this content.
Embodiment
The making > of < composition for ink A ~ K
As shown in table 1, first, use color filter micro pigment under the coexisting of macromolecule dispersing agent, disperse in ball mill for solvent with diethylene glycol monoethyl ether acetic acid esters, propylene glycol methyl ether acetate, prepare dispersion liquid that is red, green, blue and white.Mix with the composition shown in table 1 based on this dispersion liquid, utilize 1 μm of micro-strainer to carry out pressure filtration, the pigmented ink-jet inks (composition for ink) that preparation is assorted.
It should be noted that, the meaning of the abbreviation in table 1 is as follows.
[a] fluorochemical repellent liquor (Daikin Industries Inc., trade name: オ プ ツ ー Le DAC)
[b1] fluorenes type epoxy acrylate/acid anhydrides polymer adduct (chemical company of Nippon Steel V259-ME boiling point: cannot confirm under atmospheric conditions.3 officials can more than)
Potpourri (the Japanese chemical drug Inc. DPHA boiling point: cannot confirm under atmospheric conditions of [b2] dipentaerythritol acrylate and Dipentaerythritol Pentaacrylate.)
[b3] pentaerythritol triacrylate (Japanese chemical drug Inc. PET-30 boiling point: cannot confirm under atmospheric conditions.)
[b4] trimethylolpropane triacrylate (サ ー ト マ ー Inc. SR351S boiling point: cannot confirm under atmospheric conditions.)
[b5] BDO diacrylate (サ ー ト マ ー company SR213 boiling point: cannot confirm under atmospheric conditions.)
[b6] 2-hydroxy ethyl methacrylate (chemical company of common prosperity society ラ イ ト エ ス テ Le HOA boiling point: 190 DEG C)
[b7] phenylethyl methacrylate end polydivinylbenezene (Nippon Steel's chemistry PDV processed)
[c1] Irgcure907:2-methyl isophthalic acid-[4-(methyl thio) phenyl]-2-morpholinopropane-1-ketone (チ バ ジ ャ パ Application system)
[d1] KBM-5103:3-acryloxypropyl trimethoxy silane (SHIN-ETSU HANTOTAI's chemical industry system)
[d2] BYK-378: polyether-modified dimethyl silicone polymer system surfactant (PVC ッ グ ヘ ミ ー Inc.)
[EDGAC] diethylene glycol monoethyl ether acetic acid esters (ダ イ セ Le chemistry boiling point processed 217 DEG C)
[PGMEA] propylene glycol methyl ether acetate (ダ イ セ Le chemistry boiling point processed 146 DEG C)
[PR254]: paratonere 254
[PY150]: pigment yellow 150
[PG36/PY150=50/50]: being divided into of pigment green 36 and pigment yellow 150 is loose
[PB15:6]: pigment blue 15: 6
[evaluation method]
The interphase of the painted film of < observes (the plyability evaluation of painted film) >
First, use the composition for ink (i) shown in table 2, obtain cured film as follows.Namely, use コ ニ カ ミ ノ Le タ ink gun (KM512M, 14pl specification), under the condition applying driving frequency 4.8kHz, the impressed voltage that can spray 14pl, black head temperature 23 DEG C, it is 50 μm that the mode reaching 70 μm with live width will get spacing setting ready, is described by 5 line parallels with 60 μm, interval on ink-jet pet substrate.Then, 80 DEG C of dryings after 3 minutes, with ultraviolet radiation device with the exposure of table 2.
Then, between 5 lines relative to 60 μm, the interval obtained in above-mentioned, spray in the same manner as condition with the ink-jet of composition for ink (i) and the composition for ink (ii) shown in table 2 is described to get spacing 50 μm ready, after making its dry 3 minutes at 80 DEG C, with 1500mJ/cm 2exposure, carries out thermal treatment in 30 minutes at 80 DEG C.Interphase between the composition for ink (ii) that the composition for ink (i) described at first with microscopic examination and second time are described.When two coloring film overlaps (colour mixture) are less than less than 5 μm, the composition for ink (i) of table 2 is denoted as and can be suitable for (zero), the ink coloring film (ii) formed by composition for ink (ii) is when the upper wetting diffusion more than 5 μm of ink coloring film (i) formed by composition for ink (i), be denoted as inapplicable (×), by its result in table 2 with zero or × represent.
< contact angle >
It should be noted that, in order to measure static contact angle θ (with reference to Fig. 1), on 5 inches of glass substrates, each composition for ink (i) shown in spin coating table 2, uses exposure machine (illumination 50mW/cm once 2) irradiate 1500mJ/cm 2, make painted film substrate.Drip each composition for ink (ii) the 0.5 μ l shown in table 2 on the substrate, measure static contact angle (h in figure represents drop height).The result of contact angle values is shown in table 2.
< ink-jet ejection evaluates >
With コ ニ カ ミ ノ Le タ ink gun (KM512M, 14pl specification), applying driving frequency 4.8kHz, the impressed voltage of 14pl can sprayed, under the condition of black head temperature 23 DEG C, as the continuous ejection of ink-jet ejection evaluation, interval ejection.Continuous spout test confirms the spray nozzle clogging after with 10 minutes continuously ejection.Interval ejection confirms in the spray nozzle clogging of stopping ejection after 10 minutes.In above-mentioned continuous ejection test, the test of interval ejection, if the blocking of nozzle cannot be confirmed, be denoted as good (zero), if any one test in there is spray nozzle clogging; be denoted as inapplicable (×), in table 2 record zero or × as a result.
Table 1
Table 2

Claims (6)

1. an image formation resin combination, it does not form black matrix" and separating element, can be printed as a little or striated on the transparent substrate, to obtain the color filter for reflection display device, it is characterized in that with ink-jetting style,
At least containing fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater, and be more than 90 % by weight at the content of the composition of whole composition mid-boiling point more than 200 DEG C,
Use the cured film that this image formation resin combination is made, and at least containing optical polymerism composition and Photoepolymerizationinitiater initiater and the static contact angle θ that the content of the composition of boiling point more than 200 DEG C is other inks of more than 90 % by weight is shown as more than 35 °.
2. image formation resin combination according to claim 1, wherein, the cured film using described image formation resin combination to make is by irradiating 200mJ/cm 2above ultraviolet and obtaining.
3. image formation resin combination according to claim 1 and 2, wherein, described image formation is the multipolymer of the Structure composing represented by following formula (1) with fluorine-containing composition contained in resin combination,
In formula, R 1represent hydrogen atom, methyl, trifluoromethyl or chlorine, X represents the divalent organic group of carbon number 1 ~ 6, R frepresent the perfluoroalkyl of carbon number 4 ~ 6, and Y being divalent group, is that have can the residue of monomer of unsaturated group of copolymerization.
4. image formation resin combination according to claim 1 and 2, wherein, in described image formation resin combination, relative to all solids composition in image formation resin combination, containing the fluorine-containing composition of 0.05 ~ 10 % by weight, and contain the Photoepolymerizationinitiater initiater of 2 ~ 30 % by weight relative to all solids composition of image formation resin combination.
5. a display element, its use by ink-jetting style by the resin composition according to any one of Claims 1 to 4 in transparency carrier, at least through Ultraviolet radiation operation solidification film as image formation material.
6. an image forming method, it is to arrange the mode printing images formation resin combination of the gap area of regulation on the transparent substrate by ink ejecting method, cured film is obtained by irradiation ultraviolet radiation, then by spraying other inks for this gap area, do not form black matrix" and separating element, to put or striated formation image, to obtain the color filter for reflection display device, it is characterized in that
Described image formation resin combination at least containing fluorine-containing composition, optical polymerism composition and Photoepolymerizationinitiater initiater, and is more than 90 % by weight at the content of the composition of whole composition mid-boiling point more than 200 DEG C,
Use the cured film that this image formation resin combination is made, and at least containing optical polymerism composition and Photoepolymerizationinitiater initiater and the static contact angle θ that the content of the composition of boiling point more than 200 DEG C is other inks of more than 90 % by weight is shown as more than 35 °.
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