CN101307201A - Oil ink composition for drum printing - Google Patents
Oil ink composition for drum printing Download PDFInfo
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- CN101307201A CN101307201A CNA2008100950704A CN200810095070A CN101307201A CN 101307201 A CN101307201 A CN 101307201A CN A2008100950704 A CNA2008100950704 A CN A2008100950704A CN 200810095070 A CN200810095070 A CN 200810095070A CN 101307201 A CN101307201 A CN 101307201A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M3/00—Printing processes to produce particular kinds of printed work, e.g. patterns
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
- C08L33/16—Homopolymers or copolymers of esters containing halogen atoms
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
- C09D11/033—Printing inks characterised by features other than the chemical nature of the binder characterised by the solvent
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- 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
- 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
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Abstract
The invention relates to an ink composite for barrel printing, in particular comprising: acrylic copolymer resin containing fluorine radical, multi-functional acrylic monomer with ethylenic unsaturated double bond, thermal polymerization initiator, colorant and ink composite for barrel printing of solvent.
Description
Technical field
The present invention relates to a kind of oil ink composition for drum printing, relate in particular to and comprise: contain fluorine-based acrylic copolymer resin, have the oil ink composition for drum printing of polyfunctional acrylic monomer, thermal polymerization, tinting material and the solvent of ethene unsaturated double-bond.
The application advocates the right of priority of the korean patent application submitted in Korean Patent office on May 14th, 2007 10-2007-46318 number, and its all the elements are included in this specification sheets.
Background technology
In information society now, the effect of electronic display unit (electronic display device) becomes important all the more, has been extensive use of various electronic display units in diversified industrial circle.The electronic display unit field is through constantly development, and the electronic display unit that is fit to the requirement of diversified information society and has a new function also constantly obtains exploitation.
Usually, electronic display unit is meant the device of the people being passed on varied information by vision.That is, can be defined as telecommunications information signal with the output of various electronic machines converts to and can also can be defined as the device with function served as bridge that the people is connected with electronic machine with the electronic installation of the optical information signal of people's visual identification.
Above-mentioned electronic display unit, if when representing optical information signal by luminescence phenomenon, then be called light emitting display (emissive display), if when representing, then be called non-light emitting display (non-emissive display) with optical modulations such as reflection, scattering or interference.Be also referred to as the above-mentioned light emitting display of active display unit, cathode tube (cathode ray tube is for example arranged; CRT), plasma panel (plasma display panel; PDP), photodiode (light emitting diode; LED) or electroluminescent display (electroluminescent display; ELD) etc.And the above-mentioned non-light emitting display of passive-type display unit has liquid-crystal display (liquid crystal display; LCD), electrochemistry indicating meter (electrochemical display; ECD), electrophoretic image display (electrophoreticimage display; EPID) etc.
Televisor and computer with image display devices such as watch-dogs in employed display unit with long history: cathode ray tube (CRT), though have the highest occupation rate at aspects such as display quality and economy, have that weight is big, volume is big and many problems such as current consumption height.
But,, will need to be fit to the electronic display unit of new environment day by day owing to the rapid progress of semiconductor technology and along with solidification, low voltage and the low powerization of various electronic installations and the miniaturization and the lightweight of electronic machine.That is, extremely need to have flat board (flat panel) the type display unit of frivolous and low driving voltage and low consumpting power characteristic.
Liquid crystal indicator in the various panel display apparatus that is developed now, compare with other display unit when having thin light, low consumpting power and low driving voltage, because can be near the cathode-ray tube display image, thereby be widely used in the diversified electronic installation.Simultaneously, liquid crystal indicator is because of making easily, so enlarged its range of application.
The colored filter that this type of liquid crystal indicator need be formed by the three primary colors of red (R), green (G) and blue (B) for colorize.
Make in the known photolithography of colored filter by the photo-resist of above-mentioned each self-forming of Red Green Blue in use, on the pixel parts that the black matrix of quilt that is formed on the glass substrate is distinguished,, carry out operations such as coating, exposure and development to each photo-corrosion-resisting agent composition of red, green, blue.Because above-mentioned photolithography to the big complex procedures of waste of material, the equipment of also use high price, has therefore occupied most of the time and the expense of making liquid crystal display device.
Recently, be used to replace the various new process modes of former photolithography mode, wherein representative is the web feed printing mode always.
But, in the former web feed printing method, when carrying out graph transfer printing by web feed printing, for successfully figure being transferred to substrate from blanket (blanket), and the PDMS materials such as (polydimethylsilosane) of low surface tension is used as blanket, therefore, the surface tension of printing ink then can't obtain good coating result if being not less than the blanket material.So, in ink composite, just must add and use tensio-active agent with outstanding reduction surface tension effect in order to make oil ink composition for drum printing have the surface tension lower than blanket surface.But, in this case, above-mentioned surfactant component be comprised in the pigment in the oil ink composition for drum printing or the intermiscibility and the defoaming of constituents such as dispersion agent and resin glue and can descend, in coatingsurface or inside generation aperture (Hole) is arranged when on blanket, carrying out coating or generates the phenomenon of pigment piece.
Summary of the invention
The inventor finds in the process of making oil ink composition for drum printing, contain fluorine-based acrylic copolymer resin if use, then on blanket, can improve intermiscibility and defoaming during coating printing ink, holidaies such as the aperture of coatingsurface and pigment piece can not take place.At this, purpose of the present invention is for providing a kind of oil ink composition for drum printing, and it comprises: contain fluorine-based acrylic copolymer resin, have polyfunctional acrylic monomer, thermal polymerization, tinting material and the solvent of ethene unsaturated double-bond.Another purpose is to provide: use the manufacturing method of color filters of above-mentioned oil ink composition for drum printing, the liquid crystal display device that utilizes the colored filter of this method manufacturing and comprise this colored filter.
The invention provides a kind of oil ink composition for drum printing, it comprises: contain fluorine-based acrylic copolymer resin, the polyfunctional acrylic monomer with ethene unsaturated double-bond, thermal polymerization, tinting material and solvent shown in the following Chemical formula 1.
[Chemical formula 1]
Wherein, R
1, R
2, R
3Be hydrogen atom or methyl independently of one another;
R
4Be alkyl or the aromatic series base that contains fluorine-based carbon number 1～8; M, n, l are integers, mol ratio (m: n: be 60～70 l): 15～34: 1～15,
The number-average molecular weight of above-mentioned copolymer resin is 5,000～50,000.
Simultaneously, the invention provides a kind of manufacturing method of color filters, it comprises:
(a) on substrate, form the step of deceiving the matrix figure;
(b) use the web feed printing method, on the pixel section of being distinguished by above-mentioned black matrix to comprising the oil ink composition for drum printing that contains fluorine-based acrylic copolymer resin, polyfunctional acrylic monomer, thermal polymerization, tinting material and solvent shown in the above-mentioned Chemical formula 1 with ethene unsaturated double-bond, carry out coating and transfer printing, to form the step of figure;
(c) above-mentioned patterned oil ink composition for drum printing is carried out the exsiccant step.
The present invention also provides the colored filter that utilizes above-mentioned manufacture method to make.
And the present invention also provides the liquid crystal display device that comprises above-mentioned colored filter.
The oil ink composition for drum printing of the present invention that comprises the polyfunctional acrylic monomer, thermal polymerization, tinting material and the solvent that contain fluorine-based acrylic copolymer resin, ethene unsaturated double-bond is owing to fluorine-based the becoming that is comprised in the acrylic copolymer resin has intermiscibility and defoaming.Therefore, the colour characteristics and the display quality of liquid crystal display device can be improved in the dispersion stabilization and the surface of the colored filter by improving manufacturing of the present invention.
Description of drawings
Fig. 1 a be on blanket coating the web feed printing of the present invention the 1st embodiment with the optical microscope photograph after the red ink (* 1000).
Fig. 1 b be on blanket coating the web feed printing of the present invention's the 1st comparative example with the optical microscope photograph after the red ink (* 1000).
Fig. 2 a be on blanket coating the web feed printing of the present invention the 2nd embodiment with the optical microscope photograph after the green ink (* 1000).
Fig. 2 b be on blanket coating the web feed printing of the present invention's the 2nd comparative example with the optical microscope photograph after the green ink (* 1000).
Fig. 3 a be on blanket coating the web feed printing of the present invention the 3rd embodiment with the optical microscope photograph after the blue ink (* 1000).
Fig. 3 b be on blanket coating the web feed printing of the present invention's the 3rd comparative example with the optical microscope photograph after the blue ink (* 1000).
Embodiment
Below, will describe the present invention in detail.
The invention provides a kind of oil ink composition for drum printing, it comprises: contain fluorine-based acrylic copolymer resin, the polyfunctional acrylic monomer with ethene unsaturated double-bond, thermal polymerization, tinting material and solvent shown in the following Chemical formula 1.
What be used for oil ink composition for drum printing of the present invention above-mentionedly contains fluorine-based acrylic copolymer resin, can represent with following Chemical formula 1.
[Chemical formula 1]
Wherein, R
1, R
2, R
3Be hydrogen atom or methyl independently of one another,
R
4Be the alkyl or the aromatic series base that contain fluorine-based carbon number 1～8, m, n, l are integers, mol ratio (m: n: be 60～70 l): 15～34: 1～15,
The number-average molecular weight of above-mentioned copolymer resin is 5,000～50,000.
Acrylic copolymer resin shown in the above-mentioned Chemical formula 1 contains fluorine-based.Fluorine-based in the aforesaid propylene acid copolymer resin can be brought into play the effect that makes oil ink composition for drum printing of the present invention have intermiscibility and defoaming.Particularly, be used for comprising of existing ink composite during fluorine-based tensio-active agent, it has and reduces capillary effect very effectively, it is opposite because its polarity is low, and then and the relatively large pigment of polarity and the intermiscibility that is used between its dispersive dispersion agent can descend the problem that causes generating the pigment piece and reduce defoaming.Thereby its surface becomes very coarse when coating, can form film with the state that contains bubble in inside.Yet, when interpolation contains fluorine-based acrylic acid copolymer compound resin, the aforesaid propylene acid copolymer resin contains when can reduce surface tension effects fluorine-based, the monomer constituent that also contains the intermiscibility increase that makes between pigment and dispersion agent and other the binder constituents, consequently, the intermiscibility and the dispersiveness of whole ink composites will be improved, the pigment piece can be do not generated during coating, its surface becomes evenly, and the bubble of film inside also tails off.
With respect to the full reel printing ink composition of 100 weight parts, the addition that contains fluorine-based acrylic copolymer resin shown in the above-mentioned Chemical formula 1 is preferably 1～20 weight part.When the above-mentioned content that contains fluorine-based acrylic copolymer resin is lower than 1 weight part, then be difficult to realize improving the intermiscibility of ink composite and the effect of defoaming, when content surpasses 20 weight parts, the content that comprises other compositions of the polyfunctional acrylic monomer with ethene unsaturated double-bond will become less relatively, and film strength also can descend.
In the present invention, except comprising above-mentioned containing the fluorine-based acrylic copolymer resin, can also comprise and not contain fluorine-based acrylic copolymer resin.Above-mentionedly do not contain fluorine-based acrylic copolymer resin, can and can carry out copolymerization with the monomer of above-mentioned monomer copolymerization and obtain the monomer that contains acid group (acid function).They are different with photolithography, owing to without the alkali developing procedure, therefore also can not contain acid group.
The above-mentioned monomer that contains acid group is preferably, be selected from (methyl) vinylformic acid, Ba Dousuan, methylene-succinic acid, toxilic acid, fumaric acid, monomethyl toxilic acid, isoprene sulfonic acid and the styrene sulfonic acid more than a kind.
Can be preferably with the above-mentioned monomer that contains the acid group monomer copolymerization, be selected from vinylbenzene, chloro-styrene, alpha-methyl styrene, Vinyl toluene, (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) butyl acrylate, (methyl) benzyl acrylate, (methyl) dimethylaminoethyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid-t-butyl ester, (methyl) cyclohexyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid-2-phenoxy ethyl, (methyl) tetrahydrofurfuryl acrylate, (methyl) Hydroxyethyl acrylate, (methyl) vinylformic acid-2-hydroxypropyl acrylate, (methyl) 2-hydroxy-3-chloropropyl acrylate, (methyl) vinylformic acid-4-hydroxyl butyl ester, the hot acyloxy of (methyl) vinylformic acid-2-hydroxypropyl acrylate, EHA, (methyl) vinylformic acid-2-methoxyl group ethyl ester, (methyl) vinylformic acid-3-methoxyl group butyl ester, oxyethyl group Diethylene Glycol (methyl) acrylate, methoxyl group triethylene glycol (methyl) acrylate, methoxyl group tripropylene glycol (methyl) acrylate, methoxy poly (ethylene glycol) (methyl) acrylate, phenoxy group Diethylene Glycol (methyl) acrylate, p-Nonylphenoxy polyoxyethylene glycol (methyl) acrylate, p-Nonylphenoxy polypropylene glycol (methyl) acrylate, tetrafluoro propyl group (methyl) acrylate, 1,1,1,3,3,3-hexafluoro sec.-propyl (methyl) acrylate, hot fluorine amyl group (methyl) acrylate, 17 fluoro decyl (methyl) acrylate, tribromo phenyl (methyl) acrylate, β-(methyl) acyloxy ethyl succinic acid monoester salt hydrochlorate, methyl-alpha-hydroxymethyl acrylate, ethyl-alpha-hydroxymethyl acrylate, propyl group-alpha-hydroxymethyl acrylate, and in butyl-alpha-hydroxymethyl acrylate more than a kind.
Do not contain fluorine-based acrylic copolymer resin as above-mentioned, can comprise the multipolymer shown in following Chemical formula 2 or the chemical formula 3, but be not limited thereto.
[Chemical formula 2]
Wherein, R
1, R
2Be hydrogen atom or methyl independently of one another, m, n are integers, mol ratio (m: n) be 70: 30,
The number-average molecular weight of above-mentioned copolymer resin is 5,000～50,000.
[chemical formula 3]
Wherein, R
1, R
2, R
3Be hydrogen atom or methyl independently of one another, m, n, l are integers, mol ratio (m: n: l) be 70: 15: 15,
The number-average molecular weight of above-mentioned copolymer resin is 5,000～50,000.
In addition, by the monomer with Racemic glycidol functional group is carried out addition reaction, the unsaturated reactive group of ethene that can be in the above-mentioned acid group that does not contain fluorine-based acrylic copolymer resin, when importing can carry out addition polymerization with polyfunctional monomer with ethene unsaturated double-bond in thermofixation.At this moment, be preferably as spendable monomer with Racemic glycidol functional group, be selected from Racemic glycidol (methyl) acrylate, vinyl benzyl glycidyl ether, vinyl glycidyl ether, glycidyl allyl ether, 4-methyl-4, in 5-epoxy amylene, γ-glycidoxypropyltrime,hoxysilane, γ-glycidoxy propyl group methyldiethoxysilane, γ-glycidoxy propyl-triethoxysilicane, the norbornene derivative more than a kind.
In the present invention, do not contain fluorine-based acrylic copolymer resin and be preferably, acid number is about 0～200KOH mg/g, and number-average molecular weight is 5,000～50, in 000 the scope.With respect to the ink composite of 100 weight parts, above-mentionedly do not contain fluorine-based resin glue and can be used alone or as a mixture more than 2 kinds greater than 0 degree smaller or equal to 20 weight parts.
Above-mentioned polyfunctional acrylic monomer with ethene unsaturated double-bond, but can use the unsaturated group that in molecule, has addition polymerization more than 1 at least and boiling point at the compound more than 100 ℃ or imported the polyfunctional acrylic monomer of caprolactone.
But as the above-mentioned unsaturated group that in molecule, has addition polymerization more than 1 at least, and boiling point is at the compound more than 100 ℃, can use polyethyleneglycol (methyl) acrylate, polypropylene glycol list (methyl) acrylate, or simple function monomer such as phenoxy group ethyl (methyl) acrylate, polyoxyethylene glycol (methyl) acrylate, polypropylene glycol (methyl) acrylate, the trimethylolethane trimethacrylate acrylate, Viscoat 295, neopentyl glycol (methyl) acrylate, tetramethylol methane tetraacrylate, pentaerythritol triacrylate, Dipentaerythritol five acrylate, or polyfunctional monomer such as dipentaerythritol acrylate.
In addition, as the above-mentioned polyfunctional acrylic monomer that imports caprolactone, can use the KAYARAD DPCA-20,30,60,120 that is directed in Dipentaerythritol; Be directed in the KAYARAD TC-110S of tetrahydrofuran (THF) acrylate; Or be directed in KAYARAD HX-220, the KAYARAD HK-620 etc. of hydroxypivalic acid neopentyl glycol monoesters.Other operable polyfunctional monomers can use the epoxy acrylate, phenolic aldehyde epoxy acrylate of biphenol A derivative, as U-324A, the U15HA of the polyfunctional acrylic ester of carbamate system or U-4HA etc.Above-mentioned polyfunctional acrylic monomer with ethene unsaturated double-bond may be used alone, can also be two or more kinds in combination.
With respect to the oil ink composition for drum printing of 100 weight parts, above-mentioned polyfunctional acrylic monomer with ethene unsaturated double-bond is preferably uses 1～20 weight part.When the content of above-mentioned polyfunctional acrylic monomer with ethene unsaturated double-bond during less than 1 weight part, the intensity of coating film can reduce, and when surpassing 20 weight parts, then the viscosity of resin layer becomes excessive, can reduce the intensity of film on the contrary.
Oil ink composition for drum printing of the present invention uses thermal polymerization.When using Photoepolymerizationinitiater initiater, must import and make ink composite solidified exposure process, for this reason, because except the web feed printing equipment, additional units such as the ALIGN device that also needs exposure apparatus and be used to expose, so,, be not suitable for using Photoepolymerizationinitiater initiater as oil ink composition for drum printing.
The thermal polymerization that is used for ink composite of the present invention can use the azo based compound, and for example the azonitrile of Wako Pure chemical Industris.Ltd. is V-60, V-65, V-59, V-70, V-40 etc.; Azo ester is V-601; The azo acid amides is VA-086, VA-085, VA-080, Vam-110, Vam-111, VF-096; The azo amidine is V-50, VA-044, VA-046B, Aam-027, VA-060, VA-057, VA-061; Initiator VPS-0501, VPS-1001, VPE-0201, VPE-0401, VPE-0601, VPTG-0301 etc. that full nitrogen (macro azo) is, but be not limited thereto.
With respect to whole ink composites of 100 weight parts, above-mentioned thermal polymerization preferably uses 0.03～0.3 weight part.When the content of above-mentioned thermal polymerization is lower than 0.03 weight part, can produce the problem of the right step-down of hot polymerization of printing ink, the efficient of thermal polymerization will reduce when surpassing 0.3 weight part.
The tinting material preferred pigments that is used for oil ink composition for drum printing of the present invention.As long as above-mentioned pigment not to being dispersed with detrimentally affect, then can adopt general pigment, the preferred particle pigment that carries out retrofit that uses.The size of particles of above-mentioned pigment is preferably most of below 0.3 μ m, and more preferably the pigment particles of 0.1 μ m is distributed in more than 90%.When the size of above-mentioned pigment particles during greater than 0.3 μ m, the problem of colo(u)rant dispersion can take place, so printing opacity is not smooth when disposable manufacturing composition, it is bad that the light transmission of the colored filter of manufacturing will become.
In oil ink composition for drum printing of the present invention, the red pigment of using as the Show Color characteristic, can use naphthols is red pigment Pig.Red#1 (C.I.12070), Pig.Red#2 (C.I.12310), Pig.Red#3 (C.I.12120), Pig.Red#4 (C.I.12085), Pig.Red#5 (C.I.12490), Pig.Red#6 (C.I.12090), Pig.Red#7 (C.I.12420), Pig.Red#8 (C.I.12355), Pig.Red#9 (C.I.12460), Pig.Red#10 (C.I.12440), Pig.Red#11 (C.I.12430), Pig.Red#12 (C.I.12385), Pig.Red#13 (C.I.12395), Pig.Red#14 (C.I.12380), Pig.Red#15 (C.I.12465), Pig.Red#16 (12500), Pig.Red#17 (C.I.12390), Pig.Red#18 (C.I.12350), Pig.Red#21 (C.I.12300), Pig.Red#22 (C.I.12315), Pig.Red#23 (C.I.12355), Pig.Red#31 (12360), Pig.Red#32 (12320), Pig.Red#95 (C.I.15897), Pig.Red#112 (C.I.12370), Pig.Red#114 (C.I.12351), Pig.Red#119 (C.I.12469), Pig.Red#146 (C.I.12485), Pig.Red#147 (C.I.12433), Pig.Red#148 (C.I.12369), Pig.Red#150 (C.I.12290), Pig.Red#151 (C.I.15890), Pig.Red#184 (C.I.12487), Pig.Red#187 (C.I.12486), Pig.Red#188 (C.I.12467), Pig.Red#210 (C.I.12474), Pig.Red#245 (C.I.12317), Pig.Red#253 (C.I.12375), Pig.Red#258 (C.I.12318), Pig.Red#261 (C.I.12468); Naphthols system and metal complex Pig.Red#49 (C.I.15630), Pig.Red#49:1 (C.I.15630:1), Pig.Red#49:2 (C.I.15630:2), Pig.Red#49:3 (C.I.15630:3), Pig.Red#50:1 (C.I.15500:1), Pig.Red#51:1 (C.I.15580:1), Pig.Red#53 (C.I.15585), Pig.Red#53:1 (C.I.15585:1), Pig.Red#68 (C.I.15525), Pig.Red#243 (C.I.15910), Pig.Red#247 (C.I.15915); The tetrazo pyrazolone is Pig.Red#37 (C.I.21205), Pig.Red#38 (C.I.21210), Pig.Red#41 (C.I.21200); Tetrazo is condenses Pig.Red#144 (C.I.20735), Pig.Red#166 (C.I.20035), Pig.Red#220 (C.I.20055), Pig.Red#221 (C.I.20065), Pig.Red#242 (C.I.20067); 2-hydroxyl-3-naphthoic acid is metal complex Pig.Red#48:1 (C.I.15865:1), Pig.Red#48:2 (C.I.15865:2), Pig.Red#48:3 (C.I.15865:3), Pig.Red#48:4 (C.I.15865:4), Pig.Red#48:5 (C.I.15865:5), Pig.Red#52:1 (C.I.15860:1), Pig.Red#52:2 (C.I.15860:2), Pig.Red#57:1 (C.I.15850:1), Pig.Red#58:2 (C.I.15825:2), Pig.Red#58:4 (C.I.15825:4), Pig.Red#63:1 (C.I.15880:1), Pig.Red#63:2 (C.I.15880:2), Pig.Red#64 (C.I.15800), Pig.Red#64:1 (C.I.15800:1), Pig.Red#200 (C.I.15867); Naphthene sulfonic acid metal complex Pig.Red#60:1 (C.I.16105:1), Pig.Red#66 (C.I.18000:1), Pig.Red#67 (C.I.18025:1); The triaryl carbonium ion is Pig.Red#81:1 (C.I.45160:1), Pig.Red#81:3 (C.I.45160:3), Pig.Red#169 (C.I.45160:2); Anthraquinone is Pig.Red#89 (C.I.60745), Pig.Red#177 (65300); Thioindigo is Pig.Red#88 (C.I.73312), Pig.Red#181 (C.I.73360); Quinacridone Pig.Red#122 (C.I.73915), Pig.Red#207 (C.I.73900), Pig.Red#209 (C.I.73905); Perylene is Pig.Red#123 (C.I.71145), Pig.Red#149 (C.I.71137), Pig.Red#178 (C.I.71155), Pig.Red#179 (C.I.71130), Pig.Red#190 (C.I.71140), Pig.Red#194 (C.I.71100), Pig.Red#224 (C.I.71127); Benzoglyoxaline is Pig.Red#171 (C.I.12512), Pig.Red#175 (C.I.12513), Pig.Red#176 (C.I.12515), Pig.Red#185 (C.I.12516), Pig.Red#208 (C.I.12514); Pyranthrone is Pig.Red#216 (C.I.59710); Pyrroledione is Pig.Red#254 (C.I.56110); Isoindoline is Pig.Red#260 (C.I.56295) etc.
As violet pigment, can use the triaryl carbonium ion is Pig.Violet#1 (C.I.45170:2), Pig.Violet#2 (C.I.45175:1), Pig.Violet#3 (C.I.42535:2), Pig.Violet#27 (C.I.42535:3), Pig.Violet#39 (C.I.42555:2); Anthraquinone is Pig.Violet#5:1 (C.I.58055:1); Naphthols is Pig.Violet#25 (C.I.12321), Pig.Violet#50 (C.I.12322); Quinacridone Pig.Violet#19 (C.I.73900); Dioxazine is Pig.Violet#23 (C.I.51319), Pig.Violet#37 (C.I.51345); Perylene is Pig.Violet#29 (C.I.71129); Benzoglyoxaline is Pig.Violet#32 (C.I.12517) etc.As blue pigments, can use the triaryl carbonium ion is Pig.Blue#1 (C.I.42595:2), Pig.Blue#2 (C.I.44045:2), Pig.Blue#9 (C.I.42025:1), Pig.Blue#10 (C.I.44040:2), Pig.B1ue#14 (C.I.42600:1), Pig.Blue#18 (C.I.42770:1), Pig.Blue#19 (C.I.42750), Pig.Blue#56 (C.I.42800), Pig.Blue#62 (C.I.44084); The Cu phthalocyanine is Pig.Blue#15 (C.I.74160), Pig.Blue#15:1 (C.I.74160); Metal-free phthalocyanine is Pig.Blue#16 (C.I.74100); Indanthrone is Pig.Blue#60 (C.I.69800), Pig.Blue#64 (C.I.69825); Indigo is Pig.Blue#66 (C.I.73000), Pig.Blue#63 (C.I.73015:x) etc.
As veridian, can use the triaryl carbonium ion is Pig.Green#1 (C.I.42040:1), Pig.Green#2 (C.I.42040:1), Pig.Green#4 (C.I.42000:2); The Cu phthalocyanine is Pig.Green#7 (C.I.74260), Pig.Green#36 (C.I.74265); Metal complex Pig.Green#8 (C.I.10006), Pig.Green#10 (C.I.12775) etc.
As yellow ultramarine, can use monoazo is Pig.Yellow#1 (C.I.11680), Pig.Yellow#2 (C.I.11730), Pig.Yellow#3 (C.I.11710), Pig.Yellow#5 (C.I.11660), Pig.Yellow#6 (C.I.11670), Pig.Yellow#10 (C.I.12710), Pig.Yellow#49 (C.I.11765), Pig.Yellow#65 (C.I.11740), Pig.Yellow#73 (C.I.11738), Pig.Yellow#74 (C.I.11741), Pig.Yellow#75 (C.I.11770), Pig.Yellow#97 (C.I.11767), Pig.Yellow#98 (C.I.11727), Pig.Yellow#111 (C.I.11745), Pig.Yellow#116 (C.I.11790), Pig.Yellow#167 (C.I.11737); Monoazo is metal complex Pig.Yellow#61 (C.I.13880), Pig.Yellow#62:1 (C.I.13940:1), Pig.Yellow#100 (C.I.19140:1), Pig.Yellow#168 (C.I.13960), Pig.Yellow#169 (C.I.13955), Pig.Yellow#183 (C.I.18792); Diacetyl group phenyl methyl ketone amine (Bisacetoacetylarylide) Pig.Yellow#16 (C.I.20040); Diaryl thing class Pig.Yellow#12 (C.I.21090), Pig.Yellow#13 (C.I.21100), Pig.Yellow#14 (C.I.21095), Pig.Yellow#17 (C.I.21105), Pig.Yellow#55 (C.I.21096), Pig.Yellow#63 (C.I.21091), Pig.Yellow#81 (C.I.21127), Pig.Yellow#83 (C.I.21108), Pig.Yellow#87 (C.I.21107:1), Pig.Yellow#113 (C.I.21126), Pig.Yellow#114 (C.I.21092), Pig.Yellow#124 (C.I.21107), Pig.Yellow#126 (C.I.21101), Pig.Yellow#127 (21102), Pig.Yellow#152 (C.I.21111), Pig.Yellow#170 (C.I.21104), Pig.Yellow#171 (C.I.21106), Pig.Yellow#172 (C.I.21109), Pig.Yellow#174 (C.I.21098); Yellow anthrone is Pig.Yellow#24 (C.I.70600); Diazonium is condenses Pig.Yellow#93 (C.I.20710), Pig.Yellow#94 (C.I.20038), Pig.Yellow#95 (C.I.20034), Pig.Yellow#128 (C.I.20037), Pig.Yellow#166 (C.I.20035); Anthraquinone is Pig.Yellow#123 (C.I.65049), Pig.Yellow#147 (C.I.60645); Aldazine Pig.Yellow#101 (C.I.48052); Naphthene sulfonic acid metal complex Pig.Yellow#104 (C.I.15985:1); The anthracene pyrimidine is Pig.Yellow#108 (C.I.68420); Isoindolinone is Pig.Yellow#109 (C.I.56284), Pig.Yellow#110 (C.I.56280), Pig.Yellow#139 (C.I.56298), Pig.Yellow#185 (C.I.56290); Benzoglyoxaline is Pig.Yellow#123 (C.I.11783), Pig.Yellow#154 (C.I.13980), Pig.Yellow#175 (C.I.11784), Pig.Yellow#180 (C.I.21290), Pig.Yellow#181 (C.I.11777); Kui phthalein ketone is Pig.Yellow#138 (C.I.56300); Metal complex Pig.Yellow#117 (C.I.48043), Pig.Yellow#129 (C.I.48042), Pig.Yellow#150 (C.I.12764), Pig.Yellow#153 (C.I.48545), Pig.Yellow#177 (C.I.48120), Pig.Yellow#179 (C.I.48125) etc.
As other orange pigmentss, can use monoazo is Pig.Orange#1 (C.I.11725), Pig.Orange#6 (C.I.12730), and naphthols is Pig.Orange#2 (C.I.12060), Pig.Orange#5 (C.I.12075), Pig.Orange#22 (C.I.12470), Pig.Orange#24 (C.I.12305), Pig.Orange#38 (C.I.12367); Naphthols metal complex Pig.Orange#17 (C.I.15510:1), Pig.Orange#17:1 (15510:2), Pig.Orange#46 (C.I.15602); The tetrazo pyrazolone is Pig.Orange#13 (C.I.21110), Pig.Orange#34 (C.I.21115); Diaryl thing class Pig.Orange#15 (C.I.21130), Pig.Orange#16 (C.I.21160); Naphthene sulfonic acid metal complex Pig.Orange#19 (C.I.15990); Tetrazo is condenses Pig.Orange#31 (C.I.20050); Benzoglyoxaline is Pig.Orange#36 (C.I.11780), Pig.Orange#60 (C.I.11782); Pyranthrone is Pig.Orange#40 (C.I.59700); Perylene (ペ リ ノ Application) is Pig.Orange#43 (C.I.71105); Quinacridone Pig.Orange#48 (C.I.73900); Isoindoline is Pig.Orange#61 (C.I.11265), Pig.Orange#66 (C.I.48210) or Pig.Orange#69 (C.I.56292) etc.
In above-mentioned oil ink composition for drum printing, the tinting material that uses in order to represent colour characteristics can be according to the required color characteristic, and the preferred whole ink composites that add with respect to 100 weight parts are 1～20 weight part, more preferably 1～15 weight part.When the content of the used tinting material of above-mentioned ink composite is improper, just can't obtain the product of desirable image quality when making colored filter.
From solvability, pigment-dispersing, the aspects such as graph transfer printing of coating and web feed printing are considered, can use propylene glycol monomethyl ether as solvent, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, pimelinketone, 2-heptanone, the 3-heptanone, 2-hydroxyethyl propionic ester, 3-methyl-3-methoxyl group butyl propionic ester, ethyl-3-methoxy propyl acid esters, methyl-3-ethoxy-c acid esters, ethyl-3-ethoxy-c acid esters, N-BUTYL ACETATE, vinyl acetic monomer, pentyl formate, isoamyl acetate, isobutyl acetate, Iso Butyl Acetate, methyl ethyl ketone, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, Pyruvic Acid Ethyl ester, γ-hydroxyl butyl (buthylol) acetic ester, and methyl alcohol, ethanol, the n-propyl alcohol, alcohols and benzene such as i-propyl alcohol, toluene, the fragrant same clan such as dimethylbenzene, the n-heptane, the n-hexane, the saturated hydrocarbons of n-octane etc. etc.Above-mentioned solvent may be used alone, can also be two or more kinds in combination.
With respect to the full reel printing ink composition of 100 weight parts, preferably adding above-mentioned solvent is 60～90 weight parts.When the content of above-mentioned solvent was lower than 60 weight parts, the many and viscosity of quantitative change that contains of the solid state component of printing ink increased greatly, causes the ink coating of blanket to be difficult for realizing.When if the content of solvent surpasses 90 weight parts, the content of the solid state component viscosity that tails off on the contrary then has and not only is difficult to carry out coating, and for transfer graphic must the evaporable solvent the shortcoming that also increases of amount.
Oil ink composition for drum printing of the present invention can also contain the tensio-active agent that is useful on the adjusting ink surface tension.It is that tensio-active agent or fluorine are tensio-active agent that the above-mentioned tensio-active agent that is added is preferably silicon.Particularly, as reducing the bigger silicon of surface tension effect is tensio-active agent, can use BYK-300, BYK-301, BYK-302, BYK-306, BYK-307, BYK-310, BYK-330, BYK-333, BYK-335, BYK-341, BYK-344, BYK-345, BYK-370 etc., as fluorine is that tensio-active agent can use F-114, F-177, F-410, F-411, F-450, F-493, F-494, F-443, F-444, F-445, F-446, F-470, F-471, F-475, F-482, F-487, F-172D, TF-1128, TF-1127, TF-1129, TF-1126, TF-1130, TF-1116SF, TF-1131, TF1132, TF1027SF, TF-1441, TF-1442 etc., but be not limited thereto.But now as the web feed printing employed general PDMS of blanket material, owing to have the surface tension of about 24mN/m, therefore coated ink surface tension in the PDMS surface must have the numerical value lower than this value.But silicon is how no matter tensio-active agent increase its addition, also the surface tension of printing ink can't be reduced to below the 24mN/m, but if the use fluorine is that tensio-active agent just can make the surface tension of printing ink be reduced to below the 24mN/m.
Be to regulate the above-mentioned tensio-active agent that the surface tension of printing ink is added, preferred to use the whole ink composites with respect to 100 weight parts be 0.03～0.3 weight part.When the content of above-mentioned tensio-active agent is lower than 0.03 weight part, the effect that reduces ink surface tension will be insufficient, the coating of blanket can take place bad, when surpassing 0.3 weight part, then has excessive use tensio-active agent and reduces the intermiscibility of printing ink and the problem of defoaming on the contrary.
Oil ink composition for drum printing of the present invention can also use the additive more than a kind that is selected from dispersion agent, adhesion promoter and the antioxidant as required.
According in advance pigment being carried out the surface-treated mode to the inner method of adding of pigment or to the outside method of adding of pigment, thereby can use above-mentioned dispersion agent.Can use the dispersion agent of polymer, nonionic, anionic property or cationic as above-mentioned dispersion agent, object lesson comprises polyalkylene glycol (PAG) and ester, polyoxyalkylene multivalence alcohol, oxyalkylene ester affixture, oxidation enol affixture, sulphonate, sulfonate, carboxylicesters, carboxylate salt, alkylamide oxyalkylene affixture or alkylamine etc.These materials can use separately also can mix use more than 2 kinds.Above-mentioned adhesion promoter can use vinyltrimethoxy silane; vinyltriethoxysilane; vinyl three (2-methoxy ethoxy) silane; N-(2-aminoethyl)-3-aminopropyl methyl dimethoxysilane; N-(2-aminoethyl)-3-aminopropyl methyltrimethoxy silane; the 3-aminopropyl triethoxysilane; 3-glycidoxy propyl-triethoxysilicane; 3-glycidoxy propyl group methyl dimethoxysilane; 2-(3,4-oxyethyl group cyclohexyl) ethyl trimethoxy silane; the 3-chloropropylmethyldimethoxysilane; the 3-r-chloropropyl trimethoxyl silane; 3-methacryloyl propyl trimethoxy silicane; or 3-sulfydryl propyl trimethoxy silicane etc.Above-mentioned antioxidant can use 2,2-thiobis (4-methyl-6-t-butylphenol) or 2,6-g, t-butylphenol etc.
With respect to whole oil ink composition for drum printing, the addition of above-mentioned additive is preferably more than 0 smaller or equal to 5 weight parts.
And the present invention also provides a kind of manufacturing method of color filters, and it comprises:
(a) on substrate, form the step of deceiving the matrix figure;
(b) use the web feed printing method, on the pixel section of being distinguished by above-mentioned black matrix,, carry out coating and transfer printing and carry out patterned step comprising the oil ink composition for drum printing that contains fluorine-based acrylic copolymer resin, polyfunctional acrylic monomer, thermal polymerization, tinting material and solvent shown in the Chemical formula 1 with ethene unsaturated double-bond;
(c) and the step that above-mentioned patterned oil ink composition for drum printing is carried out thermofixation.
Above-mentioned (a) is the step that forms black matrix figure on substrate.
Material to aforesaid substrate does not have particular determination, can use glass substrate, plastic base or other flexible substrate etc.Be preferably the strong transparent glass substrate of thermotolerance.
On aforesaid substrate, form the step of black matrix figure, can implement by photolithography well-known in the art or web feed printing method etc.
Above-mentioned black matrix can use known chrome black matrix or resin black matrix to make, and the thickness of the above-mentioned black matrix that is formed is preferably 0.2～3 μ m, and optical density(OD) preferably is 2～6 in the scope of above-mentioned thickness.
Above-mentioned (b) is to use the web feed printing method, on the pixel section of being distinguished by above-mentioned black matrix,, carry out coating and transfer printing and carry out patterned step comprising the oil ink composition for drum printing that contains fluorine-based acrylic copolymer resin, polyfunctional acrylic monomer, thermal polymerization, tinting material and solvent shown in the above-mentioned Chemical formula 1 with ethene unsaturated double-bond.
At this, the web feed printing method is meant, on the blanket of reel or dull and stereotyped form, be coated with after the above-mentioned oil ink composition for drum printing, use has the reel or the tabular base plate of the inverse image figure of required figure, take out unwanted coating layer portion from blanket, remain in the method for the required visuals on the blanket once more to the substrate transfer printing.For example, use slit ozzle (SlitNozzle), blanket material (example: PDMS) after the last coating oil ink composition for drum printing of the present invention in the reel form, use is formed with the ditch portion (required figure decorative pattern) of specified shape and the base plate of protuberance (unwanted figure decorative pattern), take out unwanted visuals from applied printing ink on blanket, the pixel section of matrix differentiation and the method for carrying out transfer printing are deceived in required figure decorative pattern part, the contact that will remain on the above-mentioned blanket again.And also can utilize as required, using the base plate of protuberance with required figure decorative pattern, the printing ink from applied in blanket takes out required figure decorative pattern, and it directly is needed on the method for substrate.
Above-mentioned (c) is the step that the oil ink composition for drum printing of above-mentioned transfer printing on substrate carried out thermofixation.Be preferably, use above-mentioned web feed printing method, after the pixel section transfer printing oil ink composition for drum printing of being distinguished by black matrix of the present invention, carry out 1～600 second soft baking 50～150 ℃ temperature, again to it 150～250 ℃ of back bakings (post bake) of carrying out 600～3000 seconds, and carry out thermofixation.
And the present invention also provides the colored filter that utilizes aforesaid method to make.
The present invention also provides the liquid crystal display device that comprises above-mentioned colored filter.The manufacture method of the liquid crystal display device that the present invention relates to is made the manufacturing method of color filters except using above-mentioned oil ink composition for drum printing, also can adopt the technology of this technical field.
[embodiment]
Below, put down in writing preferred embodiment in order to help to understand the present invention.But providing of the following example only is in order to understand the present invention more easily, and content of the present invention is not limited thereto.
＜embodiment 1 〉
The used above-mentioned web feed printing red ink of the present invention is, with respect to whole ink composites of 100 weight parts, is Pigment red #254 to the tinting material of 4 weight parts; 0.8 the Pigment red #177 of weight part; 1.2 the Pigment Yellow 73 #139 of weight part; Is 2 weight parts by (methyl) benzyl acrylate, (methyl) vinylformic acid, HFIMA with the formed multipolymer of 45: 25: 30 mol ratio (Mw=18,800) as containing fluorine-based resin glue; To (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and not contain fluorine-based polymkeric substance (Mw=7,000) be 3.6 weight parts; Dipentaerythritol acrylate as the polyfunctional monomer with ethene unsaturated double-bond is 9.5 weight parts; 0.5 the azo acid amides of weight part is thermal polymerization (V-40, Wako Pure Chemical Industris.LTD); Polyester as 1 weight part of additive is that the 3-methacryloyl propyl trimethoxy silicane of dispersion agent, 0.2 weight part, the fluorine of 0.2 weight part are tensio-active agent (Megaface F-172D, Dainippon Ink. ﹠ Chemicals Inc, Japan); Propylene glycol methyl ether acetate as 50 weight parts of solvent; The methyl ethyl ketone of 17 weight parts; The vinyl acetic monomer of 10 weight parts mixes, and said mixture was stirred 5 hours, has made oil ink composition for drum printing.
＜embodiment 2 〉
The used above-mentioned web feed printing green ink of the present invention is, with respect to whole ink composites of 100 weight parts, is Pigment green #36 to the tinting material of 5.9 weight parts; 3.1 the Pigment Yellow 73 #150 of weight part; Is 1.75 weight parts by (methyl) benzyl acrylate, (methyl) vinylformic acid, HFIMA with the formed multipolymer of 45: 25: 30 mol ratio (Mw=18,800) as containing fluorine-based resin glue; To (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and not contain fluorine-based polymkeric substance (Mw=7,000) be 2.32 weight parts; The polyfunctional monomer dipentaerythritol acrylate with ethene unsaturated double-bond of 6 weight parts; 0.5 the azo acid amides of weight part is thermal polymerization (V-40, WakoPure Chemical Industris.LTD); Polyester as 1.58 weight parts of additive is a dispersion agent; 0.2 the 3-methacryloyl propyl trimethoxy silicane of weight part; 0.2 the fluorine of weight part is tensio-active agent (Megaface F-172D, Dainippon Ink. ﹠ Chemicals Inc, a Japan); Propylene glycol methyl ether acetate as 54 weight parts of solvent; The methyl ethyl ketone of 15 weight parts; 9.45 the vinyl acetic monomer of weight part mixes, and said mixture was stirred 5 hours, has made oil ink composition for drum printing.
＜embodiment 3 〉
The used above-mentioned web feed printing blue ink of the present invention is, with respect to whole ink composites of 100 weight parts, to the blue #15:6 of the colorant pigment of 3.76 weight parts; 0.94 the pigment violet #23 of weight part; Is 2.6 weight parts by (methyl) benzyl acrylate, (methyl) vinylformic acid, HFIMA with the formed multipolymer of 45: 25: 30 mol ratio (Mw=18,800) as containing fluorine-based resin glue; To (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and not contain fluorine-based polymkeric substance (Mw=7,000) be 4.75 weight parts; Polyfunctional monomer dipentaerythritol acrylate with ethene unsaturated double-bond is 9.6 weight parts; 0.5 the azo acid amides of weight part is thermal polymerization (V-40, WakoPure Chemical Industris.LTD); Polyester as 1 weight part of additive is a dispersion agent; 0.2 the 3-methacryloyl propyl trimethoxy silicane of weight part; 0.2 the fluorine of weight part is tensio-active agent (Megaface F-172D, Dainippon Ink. ﹠ Chemicals Inc, a Japan); Propylene glycol methyl ether acetate as 42.25 weight parts of solvent; 22.9 the methyl ethyl ketone of weight part; 11.3 the vinyl acetic monomer of weight part mixes, and said mixture was stirred 5 hours, has made oil ink composition for drum printing.
＜comparative example 1 〉
In the foregoing description 1, contain fluorine-based acrylic copolymer resin except not adding, also added in addition, to (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and do not contain fluorine-based polymkeric substance (Mw=7,000) is outside 5.6 weight parts, made oil ink composition for drum printing according to the method identical with embodiment 1.
＜comparative example 2 〉
In the foregoing description 2, contain fluorine-based acrylic copolymer resin except not adding, also added in addition, to (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and do not contain fluorine-based polymkeric substance (Mw=7,000) is outside 4.07 weight parts, made oil ink composition for drum printing according to the method identical with embodiment 2.
＜comparative example 3 〉
In the foregoing description 3, contain fluorine-based acrylic copolymer resin except not adding, also added in addition, to (methyl) benzyl acrylate and (methyl) vinylformic acid with 70: 30 formed multipolymer addition propenyl glycidyl ethers and do not contain fluorine-based polymkeric substance (Mw=7,000) is outside 7.35 weight parts, made oil ink composition for drum printing according to the method identical with embodiment 3.
＜experimental example 〉
With the oil ink composition for drum printing of the foregoing description 1～embodiment 3 and 3 manufacturings of comparative example 1～comparative example, be applied on blanket and the glass substrate after, used the CCD camera observes its coating characteristic and surface property.Its result is shown in following table 1.
The table 1 web feed printing coating characteristic and the surface property of colored ink
| On the blanket (PDMS) | On the glass substrate | |
| Embodiment 1 | Well | Well |
| Embodiment 2 | Well | Well |
| Embodiment 3 | Well | Well |
| Comparative example 1 | Generation ejiction opening/fade | There is aperture on the surface |
| Comparative example 2 | Generation ejiction opening/fade | There is aperture on the surface |
| Comparative example 3 | Generation ejiction opening/fade | There is aperture on pigment piece/surface |
Claims (20)
1, a kind of oil ink composition for drum printing, it comprises: contain fluorine-based acrylic copolymer resin, the polyfunctional acrylic monomer with ethene unsaturated double-bond, thermal polymerization, tinting material and solvent shown in the following Chemical formula 1;
[Chemical formula 1]
Wherein, R
1, R
2, R
3Be hydrogen atom or methyl independently of one another,
R
4Be the alkyl or the aromatic series base that contain fluorine-based carbon number 1～8, m, n, l are integers, mol ratio (m: n: be 60～70 l): 15～34: 1～15,
The number-average molecular weight of described copolymer resin is 5,000～50,000.
2, oil ink composition for drum printing as claimed in claim 1, with respect to the full reel printing ink composition of 100 weight parts, the fluorine-based acrylic copolymer resin that contains shown in the above-mentioned Chemical formula 1 is 1～20 weight part.
3, oil ink composition for drum printing as claimed in claim 1, described oil ink composition for drum printing also comprises and does not contain fluorine-based acrylic copolymer resin shown in following Chemical formula 2 or the chemical formula 3;
[Chemical formula 2]
Wherein, R
1, R
2Be hydrogen atom or methyl independently of one another, m, n are integers, mol ratio (m: n) be 70: 30,
The number-average molecular weight of described copolymer resin is 5,000～50,000;
[chemical formula 3]
Wherein, R
1, R
2, R
3Be hydrogen atom or methyl independently of one another, m, n, l are integers, mol ratio (m: n: l) be 70: 15: 15,
The number-average molecular weight of described copolymer resin is 5,000～50,000.
4, oil ink composition for drum printing as claimed in claim 3, with respect to the full reel printing ink composition of 100 weight parts, the fluorine-based acrylic copolymer resin that do not contain shown in described Chemical formula 2 and the chemical formula 3 is smaller or equal to 20 weight parts greater than 0.
5, oil ink composition for drum printing as claimed in claim 1, described polyfunctional acrylic monomer with ethene unsaturated double-bond is, but has the unsaturated group of the addition polymerization more than 1 and boiling point at least at the compound more than 100 ℃ or imported the polyfunctional acrylic monomer of caprolactone in molecule.
6, oil ink composition for drum printing as claimed in claim 1, with respect to the full reel printing ink composition of 100 weight parts, described polyfunctional acrylic monomer with ethene unsaturated double-bond is 1～20 weight part.
7, oil ink composition for drum printing as claimed in claim 1, with respect to the full reel printing ink composition of 100 weight parts, described thermal polymerization is 0.03～0.3 weight part.
8, oil ink composition for drum printing as claimed in claim 1, described tinting material are pigment.
9, oil ink composition for drum printing as claimed in claim 1, with respect to the full reel printing ink composition of 100 weight parts, described tinting material is 1～20 weight part.
10, oil ink composition for drum printing as claimed in claim 1, described solvent is, is selected from propylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, pimelinketone, 2-heptanone, the 3-heptanone, 2-hydroxyethyl propionic ester, 3-methyl-3-methoxyl group butyl propionic ester, ethyl-3-methoxy propyl acid esters, methyl-3-ethoxy-c acid esters, ethyl-3-ethoxy-c acid esters, N-BUTYL ACETATE, vinyl acetic monomer, pentyl formate, isoamyl acetate, isobutyl acetate, Iso Butyl Acetate, methyl ethyl ketone, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, Pyruvic Acid Ethyl ester, γ-hydroxyl butylacetic acid ester, methyl alcohol, ethanol, the n-propyl alcohol, the i-propyl alcohol, benzene, toluene, dimethylbenzene, the n-heptane, the compound of one or more in n-hexane and the n-octane.
11, oil ink composition for drum printing as claimed in claim 1, with respect to the full reel printing ink composition of 100 weight parts, described solvent is 60～90 weight parts.
12, oil ink composition for drum printing as claimed in claim 1, described oil ink composition for drum printing comprises also that to be selected from silicon be that tensio-active agent or fluorine are more than one in the tensio-active agent.
13, oil ink composition for drum printing as claimed in claim 12, with respect to the full reel printing ink composition of 100 weight parts, described silicon is that tensio-active agent or fluorine are that tensio-active agent is 0.03～0.3 weight part.
14, oil ink composition for drum printing as claimed in claim 1, described oil ink composition for drum printing also comprise more than one the additive that is selected from dispersion agent, adhesion promoter and the antioxidant.
15, oil ink composition for drum printing as claimed in claim 14, with respect to the full reel printing ink composition of 100 weight parts, described additive is smaller or equal to 5 weight parts greater than 0.
16, a kind of manufacturing method of color filters, it comprises:
(a) on substrate, form the step of deceiving the matrix figure;
(b) use the web feed printing method, on the pixel section of being distinguished by described black matrix, any described oil ink composition for drum printing in the claim 1～15 is carried out coating and transfer printing to form the step of figure;
(c) and to described patterned oil ink composition for drum printing carry out the exsiccant step.
17, manufacturing method of color filters as claimed in claim 16, described web feed printing method is, after the described oil ink composition for drum printing of coating on the blanket of reel or dull and stereotyped form, use has the reel or the tabular base plate of the inverse image figure of required figure, take out unwanted coating layer portion from blanket, remain in the method for the required visuals on the blanket and carry out to the substrate transfer printing again.
18, manufacturing method of color filters as claimed in claim 16, described drying are the soft bakings of carrying out 1～600 second at 50～150 ℃, again 150～250 ℃ of back bakings of carrying out 600～3000 seconds.
19, a kind of colored filter is to use manufacture method any in the claim 16 to 18 and makes.
20, a kind of liquid crystal display device, it comprises the described colored filter of claim 19.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR10-2007-0046318 | 2007-05-14 | ||
| KR20070046318A KR101028633B1 (en) | 2007-05-14 | 2007-05-14 | Ink composition for roll printing |
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| CN101307201A true CN101307201A (en) | 2008-11-19 |
| CN101307201B CN101307201B (en) | 2011-10-05 |
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| Country | Link |
|---|---|
| JP (1) | JP4860656B2 (en) |
| KR (1) | KR101028633B1 (en) |
| CN (1) | CN101307201B (en) |
| TW (1) | TWI400305B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101792626A (en) * | 2009-01-30 | 2010-08-04 | 株式会社东进世美肯 | Ink composition for forming organic insulating film suitable for roll printing method |
| CN102652158A (en) * | 2009-12-10 | 2012-08-29 | 株式会社御牧工程 | Ink |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101308431B1 (en) * | 2006-04-26 | 2013-09-30 | 엘지디스플레이 주식회사 | Resist for Printing and Patterning Method using the same |
| CN103347965B (en) * | 2011-02-08 | 2016-01-13 | Lg化学株式会社 | Printing composition for ink and use the printing process of this composition for ink |
| TWI489342B (en) * | 2012-12-26 | 2015-06-21 | Ind Tech Res Inst | Composition for gravure offset printing and gravure offset printing process |
| JP6824263B2 (en) * | 2016-06-09 | 2021-02-03 | 富士フイルム株式会社 | Method for producing coloring composition and film |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62109002A (en) * | 1985-11-07 | 1987-05-20 | Matsushita Electric Ind Co Ltd | Production of color filter for liquid crystal display |
| AU674017B2 (en) * | 1992-09-14 | 1996-12-05 | Yoshino Kogyosho Co., Ltd. | Printed thermoplastic resin products and method for printing such products |
| US5712022A (en) * | 1992-09-14 | 1998-01-27 | Yoshino Kogyosho Co., Ltd. | Printed thermoplastic resin products and method for printing such products |
| JPH1039503A (en) * | 1996-07-23 | 1998-02-13 | Mitsubishi Chem Corp | Color resist composition |
| JPH11310716A (en) * | 1998-04-28 | 1999-11-09 | Hitachi Chem Co Ltd | Green resin composition, photosensitive green resin composition, photosensitive fluid for formation of green image, production of colored image, and production of color filter |
| JP2003026734A (en) * | 2001-07-16 | 2003-01-29 | Dainippon Ink & Chem Inc | Actinic-radiation-curing composition and multi-layered film prepared therefrom |
| JP4549651B2 (en) * | 2003-10-24 | 2010-09-22 | 光村印刷株式会社 | Color filter ink composition |
| JP5335175B2 (en) * | 2004-09-15 | 2013-11-06 | 三星ディスプレイ株式會社 | Ink composition and color filter containing the ink composition |
| KR101171177B1 (en) * | 2004-09-15 | 2012-08-06 | 주식회사 동진쎄미켐 | Ink composition and color filter comprising the same |
| US20060147177A1 (en) * | 2004-12-30 | 2006-07-06 | Naiyong Jing | Fluoropolymer coating compositions with olefinic silanes for anti-reflective polymer films |
| JP2006317924A (en) * | 2005-04-14 | 2006-11-24 | Mitsubishi Chemicals Corp | Curable resin composition for color filter, color filter, and liquid crystal display device |
| JP2008102505A (en) * | 2006-09-21 | 2008-05-01 | Mitsubishi Chemicals Corp | Curable resin composition for color filter, color filter and liquid crystal display device |
-
2007
- 2007-05-14 KR KR20070046318A patent/KR101028633B1/en active IP Right Grant
-
2008
- 2008-04-01 TW TW97111876A patent/TWI400305B/en active
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- 2008-04-28 CN CN2008100950704A patent/CN101307201B/en active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101792626A (en) * | 2009-01-30 | 2010-08-04 | 株式会社东进世美肯 | Ink composition for forming organic insulating film suitable for roll printing method |
| CN102652158A (en) * | 2009-12-10 | 2012-08-29 | 株式会社御牧工程 | Ink |
| CN102652158B (en) * | 2009-12-10 | 2016-02-03 | 株式会社御牧工程 | Ink |
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| Publication number | Publication date |
|---|---|
| KR20080100519A (en) | 2008-11-19 |
| TW200902645A (en) | 2009-01-16 |
| CN101307201B (en) | 2011-10-05 |
| KR101028633B1 (en) | 2011-04-11 |
| JP2008280537A (en) | 2008-11-20 |
| JP4860656B2 (en) | 2012-01-25 |
| TWI400305B (en) | 2013-07-01 |
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