CN103980842A - Binder composition, adhesive film, surface protection film and optical film using same - Google Patents
Binder composition, adhesive film, surface protection film and optical film using same Download PDFInfo
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- CN103980842A CN103980842A CN201310722011.6A CN201310722011A CN103980842A CN 103980842 A CN103980842 A CN 103980842A CN 201310722011 A CN201310722011 A CN 201310722011A CN 103980842 A CN103980842 A CN 103980842A
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
- C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/255—Polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/04—Antistatic
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2467/00—Presence of polyester
- C09J2467/005—Presence of polyester in the release coating
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2467/00—Presence of polyester
- C09J2467/006—Presence of polyester in the substrate
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2483/00—Presence of polysiloxane
- C09J2483/003—Presence of polysiloxane in the primer coating
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Polarising Elements (AREA)
Abstract
The invention provides a binder composition, adhesive film, surface protection film and an optical film using same. The binder composition does not damage binding property and is excellent in anti-static performance. The binder composition has anti-static performance. A anti-static agent consisting of a neutralized salt of a strong acid inorganic acid and a strong alkaline organic alkaline, and a binder resin ingredient are contained. Preferably, the inorganic acid is less than zero in acid dissociation constant (pKa) in water of 25 DEG C, and the organic alkaline is larger than 8 in acid dissociation constant (pKa) in water of 25 DEG C.
Description
Technical field
The present invention relates to have adhesive composition and the adhesive film of antistatic property.More specifically; the present invention relates to a kind of contain as static inhibitor in and the adhesive composition of salt, and relate to and provide a kind of and do not damage adhesive property and the good adhesive composition of antistatic property and used adhesive film, surface protection film, the blooming of this adhesive composition.
Background technology
For by adhesive layer by the optical member adhering such as Polarizer, polarizer liquid crystal cells etc. by adherend on, various adhesive films (for example,, with reference to patent documentation 1～2) have been proposed.
A kind of monomer using butyl acrylate etc. as main component and the optics adhesive composition that contains acrylamide compound etc. in patent documentation 1, are recorded.
In patent documentation 2, having recorded a kind of is that (methyl) acrylate of 4～8 alkyl is as the monomer of main component and have carboxylic monomer and the optics adhesive composition of nitrogenous vinyl monomer using having carbonatoms.
In addition, for thering is the adhesive film of three layers of formation of " stripping film/adhesive layer/stripping film ", in the time that being peeled off, stripping film can produce static, therefore, the adhesive layer of adhesive film is charged, thereby exists damage as the possibility with control electronic circuit by the liquid crystal of the liquid crystal cells of adherend.Therefore,, in the manufacturing process of liquid-crystal display etc., in the time various to Polarizer, phase retardation film etc. bloomings being fitted in to the opticses such as liquid crystal cells and other blooming by adhesive film, adhesive layer that need to this adhesive film has good antistatic property.
In addition; all the time; in the manufacture processing of the precise parts such as electronic equipment part, optical device parts, image display panel and component materials, assembling procedure; for the surface of these precise parts of temporary protection and component materials from the adhering to and the generation of abrade/swash of the particle of operating environment atmosphere, vaporous pollution substance, sticks on surface protection film on the surface of precise part and component materials preventing.
For example; the surface protection film using in operation for manufacture as the optics such as Polarizer, polarizer of the parts of formation liquid-crystal display is formed with adhesive layer on the one side with the polyethylene terephthalate of optical transparence (PET) resin molding.And, in order to protect this adhesive layer, fit on adhesive layer through the stripping film of lift-off processing, until it fits on optics.
In addition; for the optics such as Polarizer, polarizer; the examination and test of products of optical assessment such as sneak into owing to following display capabilities, tone, contrast gradient, the impurity of LCD panel under the state of surface protection film of having fitted; so; as the performance requriements of effects on surface protective membrane, require in adhesive layer without bubble, impurity.
In addition; in recent years; from the optics such as Polarizer, polarizer when stripper surface protective membrane; be accompanied by occur when being peeled off adhesive layer by adherend static produced peels off static; likely can have influence on the fault of the electric control circuit of liquid-crystal display; therefore, require adhesive layer to there is good antistatic property.
For good antistatic property, as the method for giving antistatic property for effects on surface protective membrane, method of sneaking into by static inhibitor etc. is proposed in base material film.As static inhibitor, for example, disclose (a) quaternary ammonium salt, pyridinium salt, there are the various cationic antistatic agents of the primary～cation radicals such as tertiary amino; (b) there is the anionic antistatic agents of the anion-radicals of sulfonic acid base, sulfuric ester base, phosphoric acid ester base, phosphonic acids base etc.; (c) the both sexes static inhibitor of amino acids, amidosulphuric acid ester class etc.; (d) non-ionic antistatic agent of alkamine, glycerols, polyethylene glycols etc.; (e) make static inhibitor as above carry out polymer and quantize (patent documentations 3) such as the Polymer Antistatic Agents obtaining.
In addition, proposed in recent years will be so static inhibitor be directly contained in adhesive layer, instead of be contained in base material film or coat the scheme (patent documentation 4) on base material film surface.
In patent documentation 4, disclose a kind of adhesive composition and used the bonding sheet of this adhesive composition, wherein, this adhesive composition comprises: (1) to contain (a) urethane acrylate, (b) have (methyl) acrylate of polyalkyleneimine chain and (c) giving property of adhesive power monomer carry out radioactive rays polymerization as the polymerizability mixture of main component and the multipolymer that obtains; And, (2) ionic compound.Be as described below as the manufacture method of concrete adhesive composition: at the urethane acrylate containing just like polyester-polyurethane acrylate etc., as (methyl) acrylate monomer with polyoxyalkylene chain of methoxy polyethylene glycol acrylate etc., as giving property of the cohesive force monomer of Propylene glycol monoacrylate etc. and add as required as in the polymerizability mixture of the comonomer of Isooctyl acrylate monomer etc., mix the ionic compound as lithium perchlorate etc., and the in the situation that of needs, add Photoepolymerizationinitiater initiater, be stirred to completely and dissolve, then be cured by irradiation ultraviolet radiation etc., thereby acquisition adhesive composition.
But, because the lithium perchlorate using as ionic compound has metal protection, the problem that therefore exists the use of the adhesive composition with antistatic property to be restricted.
As mentioned above, require as a rule adhensive membrane and bonding agent tablet to there is antistatic property, attempted various static inhibitor all the time.But, particularly aspect blooming purposes, there is poor etc. the shortcoming of the transparency although can make it have antistatic property.And then, due to the cause of static inhibitor to the insufficient grade of the intermiscibility of binding agent, exist static inhibitor to ooze out and in the time peeling off bonding sheet, pollute the shortcoming poor etc. by re-workabilities such as adherends.And, allow to meet above-mentioned desired properties, also exist cost to raise and the problem that cannot adopt.Therefore, need to a kind ofly can overcome the adhesive composition that contains static inhibitor of these shortcomings and use the adhesive film of this adhesive composition with low cost.
Prior art document
Patent documentation
Patent documentation 1: TOHKEMY 2012-177022 communique
Patent documentation 2: TOHKEMY 2012-201734 communique
Patent documentation 3: Japanese kokai publication hei 11-070629 communique
Patent documentation 4: TOHKEMY 2000-129235 communique
Summary of the invention
The problem that invention will solve
The present invention In view of the foregoing completes, and its problem is, provides a kind of and does not damage adhesive property and the good adhesive composition of antistatic property, and used adhesive film, surface protection film, the blooming of this adhesive composition.
Solve the method for problem
In order to solve above-mentioned problem, the invention provides a kind of adhesive composition, it is the adhesive composition with antistatic property, contains the static inhibitor and the resin glue composition that form with salt by the mineral acid of strong acid and the organic bases of highly basic.
Preferred aforementioned mineral acid is that the acid dissociation constant (pKa) in 25 DEG C of water is the mineral acid below 0, and aforementioned organic bases is that the acid dissociation constant (pKa) in 25 DEG C of water is more than 8 organic bases.
At least one in (methyl) acrylate monomer that preferred aforementioned resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and (B) contain hydroxyl and/or carboxyl copolymerization sex ethylene base monomer at least one multipolymer forming, and, with respect to the aforementioned multipolymer of 100 weight parts, during (C) that aforementioned static inhibitor contains 0.1～10 weight part is aforementioned and salt using as essential composition.
At least one in (methyl) acrylate monomer that preferred aforementioned resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and there is at least one multipolymer forming in the copolymerization sex ethylene base monomer of vinyl, and, with respect to the aforementioned multipolymer of 100 weight parts, during (C) that aforementioned static inhibitor contains 0.1～10 weight part is aforementioned and salt using as essential composition.
At least two or more formed multipolymers in (methyl) acrylate monomer that preferred aforementioned resin glue composition is C1～C14 by the carbonatoms of (A) alkyl, and, with respect to the aforementioned multipolymer of 100 weight parts, during (C) that preferred aforementioned static inhibitor contains 0.1～10 weight part is aforementioned and salt using as essential composition.
At least one multipolymer forming at least one in (methyl) acrylate monomer that preferred aforementioned resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and fragrant family monomer, and, with respect to the aforementioned multipolymer of 100 weight parts, during (C) that preferred aforementioned static inhibitor contains 0.1～10 weight part is aforementioned and salt using as essential composition.
As the antistatic property that the adhesive layer being formed by aforementioned adhesive composition is layered in to the adhesive film forming on the one side of base material, the surface resistivity of preferred binder layer is 1.0 × 10
+ 12below Ω/.
In addition, the invention provides the stacked adhesive film that has used the adhesive layer of aforementioned adhesive composition to form of a kind of one side at base material.
In addition, the invention provides the stacked adhesive film that has used the adhesive layer of aforementioned adhesive composition to form of a kind of one side at stripping film.
In addition, the invention provides a kind of surface protection film that uses aforementioned adhesive film.
In addition, the invention provides a kind of Polarizer surface protection film that has used aforementioned adhesive film.
In addition, the invention provides a kind of optics surface protection film that has used aforementioned adhesive film.
In addition, the invention provides a kind of Polarizer and display panel laminating adhesive film that has used aforementioned adhesive film.
In addition, the invention provides a kind of optical film material laminating adhesive film of the formation Polarizer that has used aforementioned adhesive film.
In addition, the invention provides a kind of touch panel blooming that has used aforementioned adhesive film.
In addition, the invention provides a kind of Electronic Paper blooming that has used aforementioned adhesive film.
Invention effect
Based on the present invention, by use contain cheap in and salt as the adhesive composition of static inhibitor, can control cost and can improve the above-mentioned problem such as the transparency, re-workability.
Embodiment
Below, based on the present invention is preferred embodiment described.
Adhesive composition of the present invention is the adhesive composition with antistatic property, wherein, contains the static inhibitor and the resin glue composition that form with salt by the mineral acid of strong acid and the organic bases of highly basic.Thus, make antistatic property good and can improve the problems such as the transparency, re-workability.
As the resin glue composition (polymkeric substance) using in adhesive composition of the present invention, be preferably acrylic polymers, particularly preferably at least one multipolymer as main component in (methyl) acrylate monomer of C1～C14 using the carbonatoms of (A) alkyl.
(methyl) acrylate monomer that is C1～C14 as the carbonatoms of (A) alkyl, can enumerate: (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) vinylformic acid pentyl ester, (methyl) Ethyl acrylate, (methyl) vinylformic acid heptyl ester, (methyl) Octyl acrylate, (methyl) Isooctyl acrylate monomer, (methyl) 2-EHA, (methyl) vinylformic acid ester in the ninth of the ten Heavenly Stems, (methyl) vinylformic acid ester in the different ninth of the ten Heavenly Stems, (methyl) decyl acrylate, (methyl) vinylformic acid ring pentyl ester, (methyl) alkyl acrylate monomers such as (methyl) cyclohexyl acrylate.Alkyl in (methyl) alkyl acrylate monomer can be any one in straight chain, side chain, ring-type.
The resin glue composition using as the present invention, also can adopt at least one copolymer composition forming at least one and other copolymerization monomer in (methyl) acrylate monomer that the carbonatoms that contains (A) alkyl is C1～C14.Now, as other copolymerization monomer, can enumerate: there is the copolymerization sex ethylene base monomer of vinyl, the copolymerization sex ethylene base monomer that (B) contains hydroxyl and/or carboxyl, fragrant family monomer.
As the copolymerization sex ethylene base monomer of hydroxyl, can enumerate: (methyl) esters of acrylic acid of the hydroxyl of (methyl) acrylate 2-hydroxy methacrylate, (methyl) vinylformic acid 2-hydroxy propyl ester, (methyl) vinylformic acid 3-hydroxy propyl ester, (methyl) vinylformic acid 4-hydroxyl butyl ester, the own ester of (methyl) vinylformic acid 6-hydroxyl, (methyl) vinylformic acid 8-hydroxyl monooctyl ester etc.; (methyl) acrylic amide of the hydroxyl of N-hydroxyl (methyl) acrylamide, N-methylol (methyl) acrylamide, N-hydroxyethyl (methyl) acrylamide etc. etc.More than being preferably at least one being selected from these compound groups.
As carboxylic copolymerization sex ethylene base monomer, can enumerate (methyl) vinylformic acid, methylene-succinic acid, β-crotonic acid, toxilic acid, fumaric acid, (methyl) vinylformic acid carboxylic ethyl ester, (methyl) vinylformic acid carboxylic pentyl ester etc., more than being preferably at least one in the group that is selected from these compounds.
As fragrant family monomer, except (methyl) esters of acrylic acid that contains aromatic series base of (methyl) benzyl acrylate, (methyl) phenoxyethyl acrylate etc., can also enumerate vinylbenzene etc.
As the copolymerization sex ethylene base monomer except above-mentioned, can enumerate: the various vinyl monomers such as acrylamide, vinyl cyanide, methylvinylether, ethyl vinyl ether, vinyl acetate, vinylchlorid.
In addition, as the resin glue composition using in the present invention, at least two or more the formed copolymer compositions in (methyl) acrylate monomer that also can to adopt by the carbonatoms of (A) alkyl be C1～C14.Now, even if the copolymerization sex ethylene base monomer (methyl) acrylate monomer that not use except the carbonatoms of (A) alkyl be C1～C14 also can form copolymer composition.
Adhesive composition of the present invention is the adhesive composition with antistatic property, and it contains as neccessary composition, and at least one is above by the static inhibitor forming with salt in the mineral acid of strong acid and the organic bases of highly basic.Compared with thering is the cationic organic salt of quaternary saltization (salt etc.), above-mentioned in and salt do not need to carry out quaternary salt (alkylation), replace by carrying out and operation easily manufacture, can realize cost degradation.
As aforementioned mineral acid, preferably the acid dissociation constant (pKa) in 25 DEG C of water is the mineral acid below 0.Particularly, can enumerate: permanganic acid, perchloric acid, hydroiodic acid HI, Hydrogen bromide, hydrochloric acid, sulfuric acid, nitric acid, chloric acid, bromic acid, acid iodide, perbromic acid, metaperiodic acid, Tetrafluoroboric acid (tetrafluoride boric acid), phosphofluoric acid (phosphorus hexafluoride acid), thiocyanic acid etc.
In addition, as aforementioned organic bases, preferably the acid dissociation constant (pKa) in 25 DEG C of water is more than 8 organic bases.Particularly, can enumerate:
Trimethylamine 99, triethylamine, tripropyl amine, Tributylamine, trihexylamine, trioctylamine, dimethyl propylamine, dimethyl butylamine, dimethylhexylamine, dimethyl octylame, dimethyl lauryl amine, diethyl butylamine, diethyl hexylamine, diethyl octylame, diisopropylethylamine, MDOA methyldioctylamine, trolamine, N methyldiethanol amine, N-ethyldiethanolamine, dimethylethanolamine, N, N-dibutyl carbinolamine, 2-dimethylethanolamine, N, N-dibutyl thanomin, two (2-ethylhexyl) carbinolamine, ethyldiethanolamine, butyl diethanolamine, the aliphatic tertiary amine class of triallylamine etc.,
The aliphatic secondary amine of dimethylamine, diethylamine, diisobutylamine, two (2-ethylhexyl) amine, Di-Octyl amine, N-aminoethyl ethanolamine, diethanolamine, N-Mono Methyl Ethanol Amine, triethylene tetramine, methoxyl group (methyl) amine etc.;
Methylamine, ethamine, butylamine, hexylamine, octylame, two n-amylamines, isophorone diamine, 2-monoethanolamine, 1,3-propylene diamine, 1,4-butanediamine (putrescine: putrescine), 1, the Armeen class of 6-hexanediamine, 2 ethyl hexylamine, 3-(2-ethyl hexyl oxy) propylamine, 3-dodecyloxy propylamine, octadecylamine etc.;
Dicyclohexyl amine, tricyclohexyltin amine, benzylamine, dibenzylamine, N, N '-dimethyl benzylamine, N, N '-diethyl benzylamine, N, N '-methylethyl benzylamine, N, the aliphatic amine that contains cycloalkyl of N '-methyl butyl benzylamine, 2-hydroxy benzylamine, triphenylamine, three (aminomethyl phenyl) amine, three (butyl phenyl) amine, diphenyl-ethylamine, phenylbenzene butylamine, two (aminomethyl phenyl) methylamine etc. and contain aromatic aliphatic amine;
1, two (dimethylamino) naphthalenes (trade name is " proton sponge (proton sponge) ") of 8-, rubane (1-azabicyclo [2.2.2] octane), triethylene diamine (1, 4-diazabicyclo [2.2.2] octane (DABCO)), tetramethyleneimine, N-crassitude, piperidines, N-methyl piperidine, N-lupetazin, 1-(2-hydroxyethyl) piperazine, morpholine, 4-(2-hydroxyethyl) morpholine, 4-aminopyridine, DMAP (DMAP), 3-pyridone, 2, 4, 6-trimethylpyridine, N-cyclohexyl pyridine, 1, 2-dimethyl-1, 4, 5, 6-tetrahydropyrimidine, 1, 4, 7, 10-tetraazacyclododecanand, 1, 5, 9, the amine of the ring-type (aromatic series or aliphatics) of 13-tetraazacyclododecane tridecane etc.,
Diazabicyclo-nonene (1,5-diazabicyclo [4.3.0] ninth of the ten Heavenly Stems-5-alkene (DBN)), diazabicyclo undecylene (1,8-diazabicyclo [5.4.0] 11 carbon-7-alkene (DBU)), 6-dibutylamino-1, the amidine class of the heterogeneous ring compound of 8-diazabicyclo [5.4.0] 11 carbon-7-alkene (DBA-DBU) etc.;
Guanidine, tetramethyl guanidine (TMG), butyl guanidine, vulkacit D (DPG), 7-methyl isophthalic acid, 5, the 7-tri-azabicyclo last of the ten Heavenly stems-5-alkene (7-methyl isophthalic acids, 5,7-tri-azabicyclos [4.4.0] last of the ten Heavenly stems-5-alkene (MTBD)), 1,5, the 7-tri-azabicyclo last of the ten Heavenly stems-5-alkene (1,5,7-, tri-azabicyclos [4.4.0] last of the ten Heavenly stems-5-alkene (TBD)) etc. guanidine class and the guanidine class of heterogeneous ring compound;
2-tert-butyl imino--2-diethylin-1,3-dimethyl-perhydro-1, the organic phosphine nitrile of 3,2-, bis-a word used for translation phosphorus English (BEMP) etc.; Etc..
As acid dissociation constant (pKa) value of aforementioned organic bases, can enumerate and be about 8, be about 9, approximately 10, be about 11, be about 12, be about 13, be about 14, be about 15 ... Deng.
In adhesive composition of the present invention, guanidine class, the organic phosphine nitrile of amidine class, guanidine class and the heterogeneous ring compound of aliphatic tertiary amine class that more preferably acid dissociation constant (pKa) in these organic basess is 9～14, cyclammonium class, heterogeneous ring compound.In addition, as in adhesive composition of the present invention and the organic bases of salt, the guanidine class of amidine class, guanidine class and the heterogeneous ring compound of the heterogeneous ring compound that particularly preferably acid dissociation constant (pKa) is 10～14.In addition, as organic bases, from reducing stench, reduce the viewpoint of fire hazard of inflammable substance, preferably boiling point is the amine of 80 DEG C～350 DEG C.
In addition, in the present invention, so-called acid dissociation constant refers to acid dissociation constant (pKa) (wherein, the pKa=-log in 25 DEG C of water
10ka is Ka(acid dissociation constant) negative denary logarithm, also referred to as " sour dissociation index ").When thinking while having two more than stage dissociations, consider initial dissociation.For mineral acid, refer to from hydrogen ion H of electroneutral molecule (HA) dissociation
+and become the acid dissociation constant (pKa) in the stage of the negatively charged ion (A-) of monovalence; For organic bases, refer to a hydrogen ion H of electroneutral molecule (B) acceptance
+and become monovalent cation (BH
+) the acid dissociation constant (pKa) in stage.More accurately, the acid dissociation constant (pKa) of so-called alkali (B) refers to the conjugate acid (BH of this alkali
+) (BH while carrying out dissociation as acid
+→ B+H
+) acid dissociation constant (pKa).
For aforementioned static inhibitor, with respect to the aforementioned multipolymer of 100 weight parts that becomes aforementioned resin glue composition, during (C) that preferably contain 0.1～10 weight part as neccessary composition is aforementioned and salt.
As the antistatic property of the adhesive film that the adhesive layer being made up of aforementioned adhesive composition is laminated, the surface resistivity of preferred aforementioned adhesive layer is 1.0 × 10
+ 12below Ω/.If surface resistivity is large, while peeling off, discharge the poor performance because of the charged static producing.Therefore, by making surface resistivity enough little, can reduce follow occur when being peeled off adhesive layer by adherend static produced peels off static voltage, can suppress by the impact of the control of adherend electronic circuit etc.
In adhesive composition of the present invention, preferably in the time forming adhesive layer, aforementioned resin glue composition is cross-linked.In order to be cross-linked, both can make adhesive composition contain known linking agent, also can be cross-linked by photo-crosslinkings such as ultraviolet rays (UV).As linking agent, can enumerate: isocyanate compounds more than two senses, epoxide more than two senses, more than two senses acrylic compound, metallo-chelate etc.When using when linking agent, with respect to the aforementioned multipolymer of 100 weight parts that becomes aforementioned resin glue composition, preferably contain 0.1～5 weight part.
And, as other composition, can coordinate aptly the known additives such as silane coupling agent, antioxidant, tensio-active agent, curing catalyst, softening agent, weighting agent, curing inhibitors, processing aid, protective agent.These both can use separately and also can combine two or more uses.
Adhesive film of the present invention can be manufactured by forming adhesive layer of the present invention at the one side of base material or mold release film.
As be used to form adhesive layer base material film or protection adhesive surface mold release film (barrier film), can use the resin moldings such as polyester film etc.
For base material film, can be on the face contrary with being formed with adhesive layer one side of resin molding, implement the antifouling processing undertaken by releasing agent or coating-forming agent, the silicon dioxide microparticle etc. of silicone, fluorine class, the antistatic treatment that can implement the coating by static inhibitor or sneak into etc. carried out.
For stripping film, fitting on the face of a side with the adhesive surface of adhesive layer, implement the demoulding processing that releasing agent by silicone, fluorine class etc. carries out.
For various to Polarizer, phase retardation film etc. bloomings being fitted in to the adhesive layer opticses such as liquid crystal cells and other blooming, adhesive film, preferably there is the sufficient transparency.In addition, if the optics surface protection film of surface protection film etc. for Polarizer, preferred substrates film and adhesive layer have the sufficient transparency.
In the time that adhesive film has base material film, adhesive film of the present invention can be applied to surface protection film such as aptly, surface protection film for Polarizer, surface protection film for optics, with the blooming of binding agent, with in Polarizer of binding agent etc.
In the time that adhesive film does not have base material film, the enforcement by the two-sided mold release film of fitting respectively at an adhesive layer face of demoulding processing, can form the formation of " mold release film/adhesive layer/mold release film ".In the case, by the mold release film of both sides is peeled off and exposed adhesive surface successively or simultaneously, can with the optical member adherings such as blooming.As blooming, can enumerate light polarizing film, phase retardation film, antireflection film, anti-dazzle (anti-glare) film, ultraviolet-absorbing film, infrared absorbing film, optical compensation films, brightness enhancement film etc.
Now, adhesive film of the present invention can be used in the laminating of Polarizer and display panel.As display panel, can enumerate liquid crystal indicator, organic EL etc., but be not limited to these.
In addition, adhesive film of the present invention can be used for forming the adhesive film for laminating of the optical film material of Polarizer, various bloomings for peripheral components taking Polarizer as main liquid-crystal display, various bloomings for touch panel, for Electronic Paper in the laminating of various bloomings, the various bloomings of organic EL etc.
In addition, can state adhesive layer and prepare the blooming with adhesive layer at least one side upper strata of these bloomings prestack.Particularly, can enumerate the structures such as " blooming/adhesive layer/blooming ", " blooming/adhesive layer/mold release film ", " blooming/adhesive layer ", " blooming/adhesive layer/blooming/adhesive layer/blooming ", " blooming/adhesive layer/blooming/adhesive layer/mold release film ", " mold release film/adhesive layer/blooming/adhesive layer/mold release film ".
For example; as " blooming/adhesive layer/mold release film ", have in the situation of the adhesive layer of protecting with mold release film; peel mold release film off and expose the adhesive layer as " blooming/adhesive layer "; and fit with other blooming, can obtain thus by adhesive layer for interlayer laminating as the formation of " blooming/adhesive layer/blooming ".
Embodiment
Illustrate the present invention based on embodiment below.
The manufacture > of < acrylic copolymer
[embodiment 1]
Import nitrogen to having in the reaction unit of stirrer, thermometer, reflux exchanger and nitrogen ingress pipe, thereby be nitrogen by the air displacement in reaction unit.Then, in reaction unit, add the 2-EHA of 100 weight parts and the own ester of vinylformic acid 6-hydroxyl of 1.5 weight parts, and added the solvent (vinyl acetic monomer) of 100 weight parts simultaneously.Then, through within 2 hours, splashing into the Diisopropyl azodicarboxylate as polymerization starter of 0.1 weight part, at 65 DEG C, make its reaction 8 hours, the acrylic acid copolymer soln 1 of the embodiment 1 that to have obtained weight-average molecular weight be 500,000.
[embodiment 2～7 and comparative example 1～3]
Adjust respectively the composition of each monomer except (A) as in table 1, (A') with (B), similarly operate with the above-mentioned acrylic acid copolymer soln 1 for embodiment 1, obtained the acrylic acid copolymer soln for embodiment 2～7 and comparative example 1～3.
The manufacture > of < adhesive composition and adhesive film
[embodiment 1]
Be 100 weight parts in the acrylic acid copolymer soln 1(manufacturing as mentioned above acrylic copolymer wherein) in, add the diazabicyclo-nonene permanganate of 1.5 weight parts and the Coronate(コ ロ ネ ー ト of 1.5 weight parts) isocyanurate compound of HX(hexamethylene diisocyanate (HDI) compound), and be uniformly mixed, obtain the adhesive composition of embodiment 1.This adhesive composition is coated on the stripping film being made up of the polyethylene terephthalate that scribbles silicone resin (PET) film, then at 90 DEG C, be dried and remove solvent, having obtained adhesive layer thickness is the bonding sheet of 25 μ m.
Then, prepare to implement on a face polyethylene terephthalate (PET) film of antistatic treatment and antifouling processing, and bonding sheet is transferred to this polyethylene terephthalate (PET) film with implement on the opposing face of face of antistatic treatment and antifouling processing, obtained the adhesive film of the embodiment 1 of the stacked formation with " the PET film/adhesive layer/stripping film (scribbling the PET film of silicone resin) that implements antistatic treatment and antifouling processing ".
[embodiment 2～7 and comparative example 1～3]
Except having adjusted respectively the composition of additive as " linking agent " of table 1 with (C), similarly operate with the adhesive film of above-described embodiment 1, obtain the adhesive film of embodiment 2～7 and comparative example 1～3.
In table 1, the numerical value in bracket all represents to be made as 100 weight parts and the numerical value of each components matching weight/power ratio part of obtaining with (A) and total weight (A').In addition, the compound title corresponding with the abbreviation of the each composition using in table 1 is shown in Table 2.
In addition Coronate(" コ ロ ネ ー ト ": registered trademark) HX, Coronate HL and Coronate L-45 be the trade name of Nippon Polyurethane Industry Co., Ltd. (Nippon Polyurethane Industry Co., Ltd.); TETRAD(registered trademark)-X is the trade name of Mitsubishi Gas Chemical Co., Ltd (Mitsubishi Gas Chemical Company Inc.); DURANATE(デ ュ ラ ネ ー ト) (registered trademark) 24A-100 is the trade name of Asahi Chemical Corp (Asahi Kasei Chemicals Corporation).
Table 1
Table 2
In addition, as a reference, in table 3 respectively to belong in the static inhibitor of (C) group, be equivalent in and the material (C-1～C-8) of salt show the title of corresponding organic bases, and the material (C-9) of the salt that is equivalent to quaternary salt is shown to the cationic title of quaternary saltization.
Table 3
| Static inhibitor | Corresponding organic bases or the cationic title of quaternary saltization |
| C-1,C-6 | 1,5-diazabicyclo [4.3.0] ninth of the ten Heavenly Stems-5-alkene (DBN) |
| C-2 | 1,8-diazabicyclo [5.4.0], 11 carbon-7-alkene (DBU) |
| C-3,C-7 | Tetramethyl guanidine |
| C-4 | 7-methyl isophthalic acid, 5,7-, the tri-azabicyclo last of the ten Heavenly stems-5-alkene |
| C-5 | 1-azabicyclo-octane (rubane) |
| C-8 | Pyridine |
| C-9 | 4-methyl isophthalic acid-dodecyl pyridine (quaternary salt) |
< test method and evaluation >
Under 23 DEG C, the environment of 50%RH, by after aging the adhesive film of embodiment 1～7 and comparative example 1～3 7 days, peel stripping film (scribbling the PET film of silicone resin) off, thereby adhesive layer is exposed, and as the sample of measuring surface resistivity.
And then, the adhesive film that this adhesive layer is exposed, fit in the Polarizer surface sticking on liquid crystal cells by adhesive layer, place and after 1 day, under 50 DEG C, 5 normal atmosphere, carry out pressure kettle and process 20 minutes, further at room temperature place after 12 hours, as the sample of measuring cohesive force and stain resistance.
< surface resistivity >
After aging, before laminating Polarizer, peel stripping film (scribbling the PET film of silicone resin) off and adhesive layer is exposed, adopt resistivity meter (trade name be " Hiresta(Ha イ レ ス タ) UP-HT450 ", Mitsubishi of Co., Ltd. chemical analysis technology (Mitsubishi Chemical Analytech Co., Ltd.) manufacture), measure the surface resistivity of adhesive layer.
< cohesive force >
The wide adhesive film of 25mm that above-mentioned obtained adhesive layer is exposed fits in behind the surface of Polarizer, uses tensile testing machine to peel off mensuration stripping strength with the peeling rate of 30m/min to 180 ° of directions, and using this stripping strength as cohesive force.
< stain resistance >
The adhesive film that above-mentioned obtained adhesive layer is exposed fits in after Polarizer, under 60 DEG C, the environment of 90%RH, places 250 hours, then takes out and is placed in room temperature.And, placing after 12 hours, confirm to have or not pollution transportation to Polarizer surface when sample is peeled off to 180 ° with the draw speed of 30m/min.The metewand of stain resistance: be evaluated as "○" in the time there is no pollution transportation to Polarizer; In the time confirming that at least there is pollution transportation part, be evaluated as " △ "; When confirming that whole face is evaluated as "×" while having pollution transportation.
Evaluation result is shown in Table 4.In addition, in surface resistivity, represent " m × 10 by " mE+n "
+ n" (wherein, m is real number arbitrarily, and n is positive integer).
Table 4
The adhesive film of embodiment 1～7, the surface resistivity of its adhesive layer is 1.0 × 10
+ 12below Ω/, there is appropriate cohesive force and there is good stain resistance., can make the problem of antistatic property, re-workability etc. improve.
On the other hand, for the adhesive film of comparative example 1, adhesive composition is containing static inhibitor, and resin glue composition is a kind of homopolymer only having in (methyl) acrylate monomer that the carbonatoms of (A) alkyl is C1～C14.Now, the surface resistivity of adhesive layer exceedes 1.0 × 10
+ 12Ω/, existing problems aspect antistatic property.
In addition, the adhesive film of comparative example 2 used by the acid dissociation constant (pKa) in 25 DEG C of water for be greater than acid dissociation constant (pKa) in 0 mineral acid and 25 DEG C of water for be less than 8 organic bases in and the static inhibitor that forms of salt.Now, the surface resistivity of adhesive layer exceedes 1.0 × 10
+ 12Ω/, existing problems aspect antistatic property.In addition, stain resistance is slightly poor.
In addition, the adhesive film of comparative example 3 has used the static inhibitor forming by having the cationic ionic liquid of quaternary saltization.Now, stain resistance is slightly poor.
So, the adhesive film of comparative example 1～3 cannot have both antistatic property and stain resistance.
Claims (16)
1. an adhesive composition, it is the adhesive composition with antistatic property, wherein, contains: by the static inhibitor forming with salt in the mineral acid of strong acid and the organic bases of highly basic; And resin glue composition.
2. adhesive composition as claimed in claim 1, wherein, described mineral acid is that the acid dissociation constant pKa in 25 DEG C of water is the mineral acid below 0, described organic bases is that the acid dissociation constant pKa in 25 DEG C of water is more than 8 organic bases.
3. adhesive composition as claimed in claim 1 or 2, wherein, at least one in (methyl) acrylate monomer that described resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and (B) contain hydroxyl and/or carboxyl copolymerization sex ethylene base monomer at least one multipolymer forming, and, with respect to the described multipolymer of 100 weight parts, during (C) that described static inhibitor contains 0.1～10 weight part is described and salt using as neccessary composition.
4. adhesive composition as claimed in claim 1 or 2, wherein, at least one in (methyl) acrylate monomer that described resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and there is at least one multipolymer forming in the copolymerization sex ethylene base monomer of vinyl, and, with respect to the described multipolymer of 100 weight parts, during (C) that described static inhibitor contains 0.1～10 weight part is described and salt using as neccessary composition.
5. adhesive composition as claimed in claim 1 or 2, wherein, at least two or more formed multipolymers in (methyl) acrylate monomer that described resin glue composition is C1～C14 by the carbonatoms of (A) alkyl, and, with respect to the described multipolymer of 100 weight parts, during (C) that described static inhibitor contains 0.1～10 weight part is described and salt using as neccessary composition.
6. adhesive composition as claimed in claim 1 or 2, wherein, at least one multipolymer forming at least one in (methyl) acrylate monomer that described resin glue composition is C1～C14 by the carbonatoms of (A) alkyl and fragrant family monomer, and, with respect to the described multipolymer of 100 weight parts, during (C) that described static inhibitor contains 0.1～10 weight part is described and salt using as neccessary composition.
7. the adhesive composition as described in any one in claim 1～6, wherein, as the antistatic property that the adhesive layer being made up of described adhesive composition is layered in to the adhesive film forming on base material one side, the surface resistivity of adhesive layer is 1.0 × 10
+ 12below Ω/.
8. an adhesive film, it is laminated with adhesive layer on the one side of base material, and described adhesive layer has used the adhesive composition described in any one in claim 1～7.
9. an adhesive film, it is laminated with adhesive layer on the one side of stripping film, and described adhesive layer has used the adhesive composition described in any one in claim 1～7.
10. a surface protection film, it has used adhesive film claimed in claim 8.
11. 1 kinds of Polarizer surface protection films, it has used adhesive film claimed in claim 8.
12. 1 kinds of optics surface protection films, it has used adhesive film claimed in claim 8.
13. 1 kinds of Polarizers and display panel laminating adhesive film, it has used adhesive film claimed in claim 9.
14. 1 kinds form the optical film material laminating adhesive film of Polarizer, and it has used adhesive film claimed in claim 9.
15. 1 kinds of touch panel bloomings, it has used adhesive film claimed in claim 9.
16. 1 kinds of Electronic Paper bloomings, it has used adhesive film claimed in claim 9.
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| Application Number | Priority Date | Filing Date | Title |
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| JP2013025495A JP5836293B2 (en) | 2013-02-13 | 2013-02-13 | Adhesive composition and adhesive film, surface protective film, optical film |
| JP2013-025495 | 2013-02-13 |
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| CN103980842A true CN103980842A (en) | 2014-08-13 |
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| JP (1) | JP5836293B2 (en) |
| KR (1) | KR101605726B1 (en) |
| CN (1) | CN103980842B (en) |
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|---|---|---|---|---|
| CN106183275A (en) * | 2014-12-03 | 2016-12-07 | 乐金显示有限公司 | Protecting film, include the display module of protecting film and include the manufacture method of display module of protecting film |
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| JP6228146B2 (en) * | 2015-01-09 | 2017-11-08 | 藤森工業株式会社 | Adhesive composition and adhesive film |
| KR20190044426A (en) | 2017-10-20 | 2019-04-30 | 주식회사 엘지화학 | Adhesive composition and adhesive film comprising the cured product thereof |
| WO2022130747A1 (en) * | 2020-12-14 | 2022-06-23 | 綜研化学株式会社 | Adhesive composition and adhesive layer-containing polarization plate |
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| CN1667071A (en) * | 2004-03-08 | 2005-09-14 | 日东电工株式会社 | Adhesive composition, adhesive sheets and surface protecting film |
| JP2011241311A (en) * | 2010-05-19 | 2011-12-01 | Dic Corp | Self-adhesive, self-adhesive film, surface protective film for optical member and laminate attached with the same |
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| Publication number | Publication date |
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| TW201629176A (en) | 2016-08-16 |
| TWI630257B (en) | 2018-07-21 |
| CN103980842B (en) | 2017-01-04 |
| JP2014152305A (en) | 2014-08-25 |
| JP5836293B2 (en) | 2015-12-24 |
| KR101605726B1 (en) | 2016-03-23 |
| TW201433620A (en) | 2014-09-01 |
| KR20140102118A (en) | 2014-08-21 |
| TWI583770B (en) | 2017-05-21 |
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