CN104804661A - Bonding agent layer and adhesive film - Google Patents
Bonding agent layer and adhesive film Download PDFInfo
- Publication number
- CN104804661A CN104804661A CN201410768085.8A CN201410768085A CN104804661A CN 104804661 A CN104804661 A CN 104804661A CN 201410768085 A CN201410768085 A CN 201410768085A CN 104804661 A CN104804661 A CN 104804661A
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- methyl
- adhesive layer
- film
- adhesive
- monomer
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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
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- 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
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
-
- 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
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
- C09J7/401—Adhesives in the form of films or foils characterised by release liners characterised by the release coating composition
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
Abstract
The invention provides a bonding agent layer in the form of a film 1-20 [mu]m in thickness and high in both bonding power and adhesiveness, and an adhesive film provided with the bonding agent layer. In the bonding agent layer formed through crosslinking binder compositions containing acrylic polymers, the acrylic polymers are composed of at least one selected from C1-C14 (methyl) alkyl acrylate monomers and at least one selected from aryl-contained (methyl) alkyl acrylate monomers. Meanwhile, speaking of other co-polymerizable monomers, the bonding agent layer comprises at least one selected from N-contained vinyl monomers and at least one selected from hydroxyl-contained copolymerizable vinyl monomers. The cross-linking agent is in the form of a trifunctional isocyanate compound. The thickness of the bonding agent layer is 1-20 [mu]m. When the thickness of the bonding agent layer is 20 [mu]m, the initial bonding power is over 3.0 (N/25 mm). Meanwhile, the refractive index is approximately 1.47-1.50.
Description
Technical field
The present invention relates to the adhesive layer for the interlayer laminating etc. of optics and adhesive film.More specifically, although the invention provides a kind of to be thickness the be film of 1 μm ~ 20 μm has high cohesive force, high adherence performance adhesive layer and use the adhesive film of described adhesive layer.
Background technology
In order to by adhesive layer by the optical member adhering such as Polarizer, polarizer in the adherend such as liquid crystal cells, proposed various adhesive film (for example, referring to patent documentation 1 ~ 2).
Describe a kind of using the optics adhesive composition as the monomer of main component and containing acrylamide compound etc. such as butyl acrylate in patent documentation 1.
Describe in patent documentation 2 and a kind ofly will have the monomer of (methyl) acrylate as main component that carbonatoms is the alkyl of 4 ~ 8, and there is the optics adhesive composition of the vinyl monomer of carboxylic monomer and nitrogen atom.
In addition, propose to improve the specific refractory power of adhesive layer and the multiple adhesive film (for example, referring to patent documentation 3 ~ 8) through repeatedly studying.
Describe in patent documentation 3 and a kind ofly there is aromatic ring and be the optics adhesive composition of the tackifier of 1.51 ~ 1.75 containing specific refractory power.
Describe a kind of bonding sheet comprising adhesive composition containing copolymerization polymkeric substance in patent documentation 4, described copolymerization polymkeric substance is the copolymerization polymkeric substance of the acrylic acid modified monomer containing aromatic ring.
A kind of optics adhesive composition comprising tackifying resin containing aromatic ring and aromatic phosphoric ester class softening agent is described in patent documentation 5.
Describe a kind of binding agent solidified by adhesive composition in patent documentation 6, described adhesive composition comprises: acrylic resin; And contain the aromatics of an ethene unsaturated group.
A kind of optics by phase retardation film and birefringent plate being interfixed containing the acrylic adhesive of aromatic monomer is described in patent documentation 7.
Describe a kind of adhesive composition containing urethane resin in patent documentation 8, described urethane resin is that aromatic diisocyanate and the reaction of aromatic polyester glycol are formed.
In recent years, in order to realize the filming of optics, as the adhesive film that the interlayer for optics is fitted, require that it is the adhesive film that the thickness of adhesive layer is thinned to less than 20 μm.
Usually, the cohesive force of adhesive layer and the thickness of adhesive layer roughly proportional, therefore, if by the lower thickness of adhesive layer, then cohesive force can be caused to reduce thereupon.
But, require that adhesive film has following performance in recent years: even if by the lower thickness of adhesive layer, also there is the cohesive force equal with adhesive film (adhesive layer is the thick-layer that thickness is about 30 μm) in the past, and for the weather resistance after placement long-time under high temperature, high humidity environment, also there is the equal above performance with adhesive film in the past.
In addition, from the view point of can making the lower thickness of adhesive layer and the adhesive layer without the need to implementing ageing treatment (implementing slaking at a constant temperature) can being formed, requirement is formed as NCF (Non Carrier Film, non-bearing film) form, it is only made up of the adhesive layer after eliminating adhesive film base material and the parts with " mold release film/adhesive layer/mold release film " are formed.
In addition, in adhesive film in the past, owing to implementing ageing treatment after adhesive film of fitting in adherend, therefore, it is possible to improve the binding property between adherend and adhesive layer.
But for the adhesive film adopting NCF form, owing to completing the ageing treatment of adhesive layer, the binding property therefore between adherend and adhesive layer is not enough.Based on this, exist and need to carry out the surface-treated problems such as corona treatment to the surface of adherend.
Therefore a kind of adhesive film meeting these and require and overcome these problems is needed.
Prior art document
Patent documentation
Patent documentation 1: Japanese Unexamined Patent Publication 2012-177022 publication
Patent documentation 2: Japanese Unexamined Patent Publication 2012-201734 publication
Patent documentation 3: Japanese Unexamined Patent Publication 2007-084762 publication
Patent documentation 4: Japanese Unexamined Patent Publication 2011-153169 publication
Patent documentation 5: Japanese Unexamined Patent Publication 2012-167188 publication
Patent documentation 6: Japanese Unexamined Patent Publication 2012-021148 publication
Patent documentation 7: Japanese Unexamined Patent Publication 2006-293281 publication
Patent documentation 8: Japanese Unexamined Patent Publication 2009-091522 publication
Summary of the invention
The problem that invention will solve
The present invention is the invention completed in view of the foregoing, and its problem is, although provide the adhesive layer of the performance of a kind of to be thickness the be film of 1 μm ~ 20 μm has high cohesive force, high adherence and employ the adhesive film of described adhesive layer.
Solve the method for problem
In order to solve above-mentioned problem, technological thought of the present invention is: carry out in crosslinked adhesive layer making the adhesive composition comprising acrylic polymers, be the monomer of at least one in (methyl) alkyl acrylate monomer of C1 ~ C14 as main component using the carbonatoms of alkyl, and as other copolymerization monomer comprise have can copolymerization nitrogen-atoms vinyl monomer at least one more than, and make them carry out copolymerization and be cross-linked, form the adhesive layer having both the performance of tough and tensile cohesive force and high adherence thus.
In addition, in order to solve above-mentioned problem, the invention provides a kind of adhesive layer, it is in the adhesive layer making the adhesive composition comprising acrylic polymers be cross-linked, foregoing acrylic polymkeric substance is containing the multipolymer as main component (methyl) acrylate monomer and other copolymerization monomer, the carbonatoms comprising alkyl as aforementioned (methyl) acrylate monomer as main component is more than at least one in (methyl) alkyl acrylate monomer of C1 ~ C14 and containing more than at least one in (methyl) acrylate monomer of aryl, more than at least one in the copolymerizable vinyl monomer of more than at least one in the vinyl monomer of nitrogen atom and hydroxyl is comprised as other copolymerization monomer aforementioned, and, the linking agent making foregoing adhesives composition crosslinked is trifunctional isocyanates compound, the thickness of foregoing adhesives layer is 1 μm ~ 20 μm, when thickness is 20 μm, the initial stage cohesive force of laminating is more than 3.0 (N/25mm), specific refractory power is 1.47 ~ 1.50.
In addition, preferably comprise in foregoing adhesives composition:
Weight-average molecular weight is the multipolymer of 200,000 ~ 2,000,000, described multipolymer relative to by the carbonatoms of 70 ~ 95 weight parts (A) alkyl be C1 ~ C14 (methyl) alkyl acrylate monomer at least one more than and (B) of 5 ~ 30 weight parts containing material 100 the weight part more than at least one in (methyl) acrylate monomer of aryl be combined together, the at least one had in the copolymerization sex ethylene base monomer of (D) hydroxyl of more than one and 0.1 ~ 10 weight part in the vinyl monomer of (C) nitrogen atom of 2 ~ 50 weight parts forms,
And, (E) trifunctional isocyanates compound of 0.001 ~ 1 weight part.
In addition, for foregoing acrylic polymkeric substance, preferably do not comprise the copolymerizable vinyl monomer with carboxyl as monomer whose.
In addition, the gel fraction of described adhesive layer is preferably 50 ~ 70%.
In addition, the fusing point containing 0.1 ~ 5.0 weight part in preferred foregoing adhesives composition is the ionic compound of 25 ~ 50 DEG C, and the surface resistivity of adhesive layer is 5.0 × 10
+ 10Ω/below.
In addition, the invention provides a kind of adhesive film, it is characterized in that, form foregoing adhesives layer at the one side of mold release film and form and there is the formation of mold release film/adhesive layer/mold release film.
In addition, the invention provides a kind of adhesive film, it is characterized in that, form at the stacked foregoing adhesives layer of the one side of base material.
In addition, the invention provides a kind of Polarizer and display panel laminating adhesive film, it use aforementioned adhesive film.
In addition, the invention provides a kind of touch panel film employing adhesive film.
In addition, the invention provides a kind of Electronic Paper film employing above-mentioned adhesive film.
In addition, the invention provides a kind of blooming with adhesive layer, it is laminated with foregoing adhesives layer at least one face of blooming.
Invention effect
According to the present invention, the requirement item in conventional art can be met and overcome Problems existing in conventional art, although a kind of adhesive layer of performance being the film of thickness 1 μm ~ 20 μm and there is high cohesive force, high adherence can be provided, the adhesive film using described adhesive layer also can be provided.
Embodiment
Below, based on preferred embodiment the present invention being described.
Adhesive layer of the present invention, it is characterized in that, in the adhesive layer making the adhesive composition comprising acrylic polymers be cross-linked, foregoing acrylic polymkeric substance is containing the multipolymer as main component (methyl) acrylate monomer and other copolymerization monomer, the carbonatoms that aforementioned (methyl) acrylate monomer as main component comprises alkyl be more than at least one in (methyl) alkyl acrylate monomer of C1 ~ C14 and containing aryl (methyl) acrylate monomer at least one more than, more than at least one in the copolymerizable vinyl monomer of more than at least one in the vinyl monomer of nitrogen atom and hydroxyl is comprised as other copolymerization monomer aforementioned, and, the linking agent making foregoing adhesives composition crosslinked is trifunctional isocyanates compound, the thickness of foregoing adhesives layer is 1 μm ~ 20 μm, when thickness is 20 μm, the initial stage cohesive force of laminating is more than 3.0 (N/25mm), specific refractory power is 1.47 ~ 1.50.
In this manual, the record of the content of acrylic polymers (multipolymer) containing (comprising) monomer, mainly refer to that monomer is by the meaning of copolymerization in acrylic polymers (multipolymer), but the part not getting rid of starting monomer remains in acrylic polymers (multipolymer) with unreacted state.
Carbonatoms as alkyl is (methyl) alkyl acrylate monomer of C1 ~ C14, can exemplify: (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) isopropyl acrylate, (methyl) butyl acrylate, (methyl) isobutyl acrylate, (methyl) amyl acrylate, (methyl) Ethyl acrylate, (methyl) heptylacrylate, (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 undecyl ester, (methyl) dodecylacrylate, (methyl) tridecyl acrylate, (methyl) vinylformic acid tetradecyl ester, (methyl) vinylformic acid ring pentyl ester, more than at least one in (methyl) cyclohexyl acrylate etc.Alkyl in (methyl) alkyl acrylate monomer can be any one in straight-chain, branched, ring-type.Relative to (methyl) alkyl acrylate monomer that the carbonatoms of (A) alkyl is C1 ~ C14 and (B) total 100 weight part containing (methyl) acrylate monomer of aryl, preferably the carbonatoms of (A) alkyl is the content of (methyl) alkyl acrylate monomer of C1 ~ C14 is 70 ~ 95 weight parts.
As (methyl) acrylate monomer containing aryl, (methyl) benzyl acrylate can be enumerated, (methyl) vinylformic acid naphthalene ester, (methyl) phenoxyethyl acrylate, (methyl) vinylformic acid benzene oxygen butyl ester, (methyl) vinylformic acid 2-(1-naphthyloxy) ethyl ester, (methyl) vinylformic acid 2-(2-naphthyloxy) ethyl ester, (methyl) vinylformic acid 6-(1-naphthyloxy) own ester, (methyl) vinylformic acid 6-(2-naphthyloxy) own ester, (methyl) vinylformic acid 8-(1-naphthyloxy) monooctyl ester, (methyl) vinylformic acid 8-(2-naphthyloxy) monooctyl ester, adjacent phenyl phenylate (methyl) acrylate of ethylene glycol, adjacent phenyl phenylate (methyl) acrylate of polyoxyethylene glycol etc.In order to obtain the high adhesive layer of specific refractory power, preferably coordinate at least more than one (methyl) acrylate monomer containing aryl.
By these (methyl) acrylate monomers containing aryl are mixed with (methyl) alkyl acrylate monomer as the monomer of main component namely with the carbonatoms of alkyl being C1 ~ C14, the specific refractory power of obtained adhesive layer can be made to improve and adjust, reduce the refringence between optics, reduce total reflection, can total light transmittance be improved thus.
In addition, in adhesive layer of the present invention, relative to (methyl) acrylate monomer 100 weight part as main component aforementioned (A) and aforementioned (B) be added together, preferably (B) is 5 ~ 30 weight parts containing the content of (methyl) acrylate monomer of aryl.
As the vinyl monomer of nitrogen atom, such as, can enumerate the ring-type nitrogen vinyl compounds such as NVP, N-caprolactam, (methyl) acryloyl morpholine, N-ethyl-N-methyl (methyl) acrylamide, N-Methyl-N-propyl (methyl) acrylamide, N-methyl-N-isopropyl (methyl) acrylamide, N, N-dimethyl (methyl) acrylamide, N, N-diethyl (methyl) acrylamide, N, N-dipropyl (methyl) acrylamide, N, the dialkyl group such as N-di-isopropyl (methyl) acrylamide, N, N-dibutyl (methyl) acrylamide replace (methyl) acrylamide, (methyl) vinylformic acid N-ethyl-N-methyl ammonia ethyl ester, (methyl) vinylformic acid N-Methyl-N-propyl ammonia ethyl ester, (methyl) vinylformic acid N-methyl-N-isopropyl ammonia ethyl ester, (methyl) vinylformic acid N, N-dimethylamino methyl esters, (methyl) vinylformic acid N, N-dimethylamino ethyl ester, (methyl) vinylformic acid N, N-dimethylamino propyl ester, (methyl) vinylformic acid N, N-dimethylamino butyl ester, (methyl) vinylformic acid N, N-dipropyl ammonia ethyl ester, (methyl) vinylformic acid N, (methyl) propenoic acid dialkyl ammonia esters such as N-dibutylamine ethyl ester, N-ethyl-N-methyl aminopropyl (methyl) acrylamide, N-Methyl-N-propyl aminopropyl (methyl) acrylamide, N-methyl-N-isopropyl aminopropyl (methyl) acrylamide, N, N-dimethyl aminopropyl (methyl) acrylamide, N, N-diethylaminopropyl (methyl) acrylamide, N, N-dipropyl aminopropyl (methyl) acrylamide, N, N-dimethylaminoethyl (methyl) acrylamide, N, more than at least one in dialkyl group substituted-amino alkyl (methyl) acrylamides such as N-diethyl aminoethyl (methyl) acrylamide etc.
In order to distinguish with the compound of aftermentioned (D), as the vinyl monomer of above-mentioned nitrogen atom, preferably not containing hydroxyl, more preferably not containing hydroxyl and carboxyl.As such monomer, preferred above-mentioned illustrative monomer, such as, has N, the acrylic monomer of N-dialkyl group substituted-amino or N, N-dialkyl group substituted amido; The N-vinyl substituted lactams of NVP, N-caprolactam etc.; N-(methyl) the acryl substituted cyclic amine of N-(methyl) acryloyl morpholine etc.
In addition, in adhesive layer of the present invention, the vinyl monomer of the nitrogen atom contained in the foregoing acrylic polymkeric substance of adhesive composition, can give cohesive force and the weather resistance of adhesive layer necessity.In adhesive layer of the present invention, relative to (methyl) acrylate monomer 100 weight part as main component aforementioned (A) and aforementioned (B) be added together, the content of the vinyl monomer of the nitrogen atom contained in the foregoing acrylic polymkeric substance of preferred binder composition is 2 ~ 50 weight parts.
In addition, in adhesive layer of the present invention, as the vinyl monomer of the nitrogen atom contained in the foregoing acrylic polymkeric substance of adhesive composition, particularly preferably use NVP, N, N-dimethyl (methyl) acrylamide, N, N-diethyl (methyl) acrylamide, N, N-dipropyl (methyl) acrylamide, N, N-di-isopropyl (methyl) acrylamide, N, N-dibutyl (methyl) acrylamide, N, N-dimethyl aminopropyl (methyl) acrylamide, N, N-diethylaminopropyl (methyl) acrylamide, N, N-dimethylaminoethyl (methyl) acrylamide, N-caprolactam etc.
As the copolymerization sex ethylene base monomer (monomer of hydroxyl) of hydroxyl, such as can enumerate (methyl) hydroxyalkyl acrylates classes such as (methyl) vinylformic acid 8-hydroxyl monooctyl ester, the own ester of (methyl) vinylformic acid 6-hydroxyl, (methyl) vinylformic acid 4-hydroxybutyl, (methyl) Hydroxyethyl Acrylate, more than at least one in (methyl) acrylic amide of the hydroxyls such as N-hydroxyl (methyl) acrylamide, N-methylol (methyl) acrylamide, N-hydroxyethyl (methyl) acrylamide etc.
In addition, in adhesive layer of the present invention, the monomer of the hydroxyl had in the foregoing acrylic polymkeric substance of adhesive composition, can use as the copolymerization monomer for reducing carboxylic monomer content, described carboxylic monomer makes the corrodibility of obtained adhesive layer to corrosion-prone adherend such as the ITO surfaces of transparent and electrically conductive film have an impact.Therefore, the monomer of hydroxyl can contribute to the cohesive force of raising adhesive layer and reduce corrodibility.In adhesive layer of the present invention, relative to the combination of (methyl) acrylate monomer 100 weight part as main component aforementioned (A) and aforementioned (B) be added together, the content of the monomer of the hydroxyl had in the foregoing acrylic polymkeric substance of preferred binder composition is 0.1 ~ 10 weight part.
For the multipolymer of the adhesive composition for adhesive layer of the present invention, relative to (methyl) acrylate monomer as main component of 100 weight parts, more than one in the vinyl monomer of (C) nitrogen atom of preferred cooperation 2 ~ 50 weight part form with at least one in the copolymerization sex ethylene base monomer of (D) hydroxyl of 0.1 ~ 10 weight part, wherein, the carbonatoms that described (methyl) acrylate monomer as main component comprises (A) alkyl of 70 ~ 95 weight parts is that (B) of more than at least one in (methyl) alkyl acrylate monomer of C1 ~ C14 and 5 ~ 30 weight parts is containing more than at least one in (methyl) acrylate monomer of aryl.
In addition, for foregoing acrylic polymkeric substance, preferably do not comprise carboxylic copolymerizable vinyl monomer as monomer whose.When polymkeric substance is containing carboxyl, there is the possibility of the adherend such as acid corrosion ITO.
To the polymerization process of multipolymer, there is no particular limitation, can use the known polymerization process that solution polymerization process, emulsion polymerization etc. are suitable.The weight-average molecular weight of multipolymer is preferably 200,000 ~ 2,000,000.
Preferred aforementioned copolymer is acrylic polymers, preferably contains the acrylic monomer of (methyl) acrylate monomer, (methyl) acrylic amide etc. of 50 ~ 100 % by weight.
The gel fraction of preferred foregoing adhesives layer is 50% ~ 70%.
In above-mentioned adhesive composition, by coordinating linking agent, suitable any additive to above-mentioned multipolymer, the characteristics such as required physical properties can be adjusted.
As linking agent, be such as preferably the biuret modified body of diisocyanates of hexamethylene diisocyanate, isophorone diisocyanate, diphenylmethanediisocyanate, tolylene diisocyanate, xylylene diisocyanate etc. or isocyanurate-modified body, with the trivalent such as TriMethylolPropane(TMP) or glycerol more than (E) trifunctional isocyanates compound of affixture etc. of polyvalent alcohol.
As trifunctional isocyanates compound, be preferably by the isocyanuric acid ester of hexamethylene diisocyanate compound, the isocyanuric acid ester of isophorone diisocyanate compound, the affixture of hexamethylene diisocyanate compound, the affixture of isophorone diisocyanate compound, the biuret of hexamethylene diisocyanate compound, the biuret of isophorone diisocyanate compound, the isocyanuric acid ester of tolunediisocyanate compound, the isocyanuric acid ester of xylylene diisocyanate compound, the isocyanuric acid ester of hydrogenated xylylene diisocyanate cpd, the affixture of tolunediisocyanate compound, the affixture of xylylene diisocyanate compound, more than at least one in the compound group that the affixture of hydrogenated xylylene diisocyanate cpd forms.
When using trifunctional isocyanates compound to make crosslinking copolymers, preferred copolymer has can carry out functional group's (particularly hydroxyl) of crosslinking reaction with linking agent, and preferably containing the monomer at side chain with these functional groups.In addition, preferred binder composition contains (E) trifunctional isocyanates compound of 0.001 ~ 1 weight part as linking agent.In addition, the benchmark of weight part is identical with (A) in above-mentioned multipolymer ~ (D).
In order to give static resistance, adhesive composition of the present invention can contain static inhibitor.For static inhibitor, be preferably solid under normal temperature (such as 25 DEG C).More specifically, static inhibitor to be fusing point the be ionic compound of 25 ~ 50 DEG C.Static inhibitor can be the quaternary ionic compound containing acryl.
Fusing point due to these static inhibitor is low and have the cause of chain alkyl, infers that the affinity of they and acrylic polymers is high.
When imparting antistatic property, the surface resistivity of the adhesive layer preferably making foregoing adhesives composition be cross-linked is 5.0 × 10
+ 10Ω/below.
It is the static inhibitor of the ionic compound of 25 ~ 50 DEG C as fusing point, it is the ionic compound with positively charged ion and negatively charged ion, can enumerate: positively charged ion is the cationic nitrogenous Huo person phosphonium cation, sulfonium cation etc. of pyridylium, glyoxaline cation, pyrimidine positively charged ion, pyrazoles positively charged ion, pyrroles's positively charged ion, ammonium cation etc., and negatively charged ion is hexafluoro-phosphate radical (PF
6 -), thiocyanate ion (SCN
-), benzene sulfonamide acid group (RC
6h
4sO
3 -), perchlorate (ClO
4 -), tetrafluoroborate (BF
4 -) etc. the compound of inorganic or organic anion.By selecting the chain length, substituent position, number etc. of alkyl, the compound that fusing point is 25 ~ 50 DEG C can be obtained.Preferred cationic is quaternary nitrogen positively charged ion, can enumerate: the quaternary ammonium cation etc. of the season glyoxaline cation, tetra-allkylammonium etc. of the season pyridylium, 1,3-dialkylimidazolium (carbon atom of 2,4,5 both can have substituting group and also can not have substituting group) etc. of 1-alkyl pyridine (carbon atom of 2 ~ 6 both can have substituting group and also can not have substituting group) etc.
As the aforementioned quaternary ionic compound containing acryl, be the ionic compound with positively charged ion and negatively charged ion, can enumerate: positively charged ion is (methyl) acryloxyalkyl trialkyl ammonium (R
3n
+-C
nh
2n-OCOCQ=CH
2, wherein, Q=H or CH
3, R=alkyl) etc. containing the quaternary ammonium of (methyl) acryl; Negatively charged ion is hexafluoro-phosphate radical (PF
6 -), thiocyanate ion (SCN
-), organic sulfonic acid root (RSO
3 -), perchlorate (ClO
4 -), tetrafluoroborate (BF
4 -), the imide root (R of contain fluorine atoms
f 2n
-) etc. the compound of inorganic or organic anion.As the imide root (R of contain fluorine atoms
f 2n
-) R
f, perfluoroalkyl group sulfonyl, the fluorosulfonyl of trifyl, five fluorine ethylsulfonyls etc. can be enumerated.As the imide root of contain fluorine atoms, two (fluorosulfonyl) imide root ((FSO can be enumerated
2)
2n
-), two (trifyl) imide root ((CF
3sO
2)
2n
-), two (five fluorine ethylsulfonyls) imide root ((C
2f
5sO
2)
2n
-) etc. two alkylsulfonyl imide roots.
To the static inhibitor of ionic compound as fusing point being 25 ~ 50 DEG C, not special restriction.As the object lesson that the fusing point with pyridylium is the ionic compound of 25 ~ 50 DEG C, 1-octylpyridinium dodecylbenzene sulfonate, 1-dococylpyridinium thiocyanate-, 3-methyl isophthalic acid-dococylpyridinium hexafluorophosphate, 1-dococylpyridinium dodecylbenzene sulfonate, 4-methyl isophthalic acid-octylpyridinium hexafluorophosphate etc. can be enumerated.
In addition, as the object lesson of the aforementioned quaternary ionic compound containing acryl, (methyl) acrylate methyl esters phosphofluoric acid methyl salt ((CH can be enumerated
3)
3n
+cH
2oCOCQ=CH
2pF
6 -, wherein, Q=H or CH
3), two (trifyl) imide methyl salt ((CH of (methyl) acrylate
3)
3n
+(CH
2)
2oCOCQ=CH
2(CF
3sO
2)
2n
-, wherein, Q=H or CH
3), two (fluorosulfonyl) imide methyl salt ((CH of (methyl) acrylate methyl esters
3)
3n
+cH
2oCOCQ=CH
2(FSO
2)
2n
-, wherein, Q=H or CH
3) etc.
In addition, relative to (methyl) acrylate monomer 100 weight part as main component aforementioned (A) and aforementioned (B) be added together, preferred fusing point is the content of the ionic compound of 25 ~ 50 DEG C is 0.1 ~ 5.0 weight part.
Time in the purposes for optics of fitting on display panel etc., adhesive composition of the present invention preferably adds silane coupling agent.As added silane coupling agent, can enumerate: vinyltrimethoxy silane, vinyltriethoxysilane, vinyl three (2-methoxy ethoxy) silane, 3-methacryloxypropyl trimethoxy silane, 3-methacryloxypropyl, 3-methacryloyloxypropyl methyl dimethoxysilane, 3-methacryloyloxypropyl methyl diethoxy silane, vinyltriacetoxy silane, 3-acryloxypropyl Trimethoxy silane, 3-acryloxypropyl triethoxyl silane, 3-glycidoxypropyltrime,hoxysilane, 3-glycidoxypropyl group triethoxyl silane, 3-glycidoxypropyl dimethoxysilane, 3-glycidoxypropyl diethoxy silane, 2-(3,4-epoxycyclohexyl) ethyl trimethoxy silane, vinyl trichloro silane, 3-mercaptopropyi Trimethoxy silane, 3-Mercaptopropyltriethoxysilane, 3-mercaptopropyi methyl dimethoxysilane, 3-mercaptopropyi methyldiethoxysilane, 3-aminopropyl trimethoxysilane, 3-aminopropyl triethoxysilane, N-2-(aminoethyl)-3-aminopropyl trimethoxysilane, 3-isocyanic ester propyl trimethoxy silicane, 3-isocyanic ester propyl-triethoxysilicane etc.These silane coupling agents can mix one or more and use, and as addition, relative to the adhesive composition of 100 weight parts, are usually preferably 0.001 ~ 5 weight part.
As other any composition, the known additives such as antioxidant, tensio-active agent, curing catalyst, softening agent, weighting agent, crosslinking catalyst, cross-linked inhibitor, curing inhibitors, processing aid, antiaging agent can be coordinated aptly.These both may be used singly or in combination of two or more use.
Adhesive layer of the present invention makes adhesive composition crosslinked and obtains after can passing through to be coated with above-mentioned adhesive composition on base material or mold release film.
When the interlayer laminating etc. for optics, wish that adhesive layer is the adhesive layer that thickness is thin, the thickness of preferred foregoing adhesives layer is 1 μm ~ 20 μm.And, the cohesive force of usual adhesive layer and the thickness of adhesive layer roughly proportional, but during preferred thickness 20 μm laminating initial stage cohesive force be more than 3.0 (N/25mm).
When being fitted in by adhesive layer of the present invention on the such as Polarizer (light polarizing film) of optics, wish that adhesive layer is more than above-mentioned lower value to the cohesive force of Polarizer.Usually; light polarizing film be adsorbed iodine polyvinyl alcohol (PVA) film as main body, and be provided with the protective layer of the tri acetyl cellulose (TAC), polyethylene terephthalate (PET) etc. through saponification process on its surface.Therefore, wish that the cohesive force of adhesive layer of the present invention to adherend such as the tri acetyl celluloses (TAC) of saponification process is more than above-mentioned lower value.
When adhesive layer of the present invention being used for the interlayer laminating etc. of optics, in order to reduce the light reflection on the interface of adhesive layer and optics, wish that refringence is little as far as possible.Therefore, the specific refractory power of above-mentioned adhesive layer is preferably 1.47 ~ 1.50.
Adhesive film of the present invention is by forming adhesive layer of the present invention to manufacture at the one side of base material or mold release film.
As for the formation of the base material film of adhesive layer or the mold release film (barrier film) of protection adhesive surface, the resin moldings etc. such as polyester film can be used.
For base material film, can on the face contrary with being formed with adhesive layer side of resin molding, implement the antifouling process undertaken by releasing agent or coating-forming agent, the silicon dioxide microparticle etc. of silicone, fluorine class, the antistatic treatment of being undertaken by the coating of static inhibitor or be mixed into etc. can be implemented.
For mold release film, carry out fitting on the face of side at the adhesive surface with adhesive layer, implement the demoulding process undertaken by the releasing agent etc. of silicone, fluorine class.
The face implementing demoulding process of mold release film of being fitted respectively by the two sides at an adhesive layer, also can form the formation of " mold release film/adhesive layer/mold release film ".In the case, by by the mold release film of both sides successively or peel off and expose adhesive surface simultaneously, can with the optical member adherings such as blooming.As blooming, 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. can be enumerated.
Adhesive film of the present invention can be used in the laminating of Polarizer and display panel.Can liquid crystal indicator, organic EL etc. be enumerated as display panel, but be not limited to these.
In addition, adhesive film of the present invention can be used in the laminating of the various blooming of peripheral components of the liquid-crystal display based on Polarizer, the various blooming of touch panel, the various blooming of Electronic Paper, organic EL various bloomings etc.
In addition, can adhesive layer be stated at least one upper strata, face prestack of these bloomings and prepare the blooming with adhesive layer.Particularly, the formation of " 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 " etc. can be enumerated.
Such as; have when carrying out with mold release film the adhesive layer protected as " blooming/adhesive layer/mold release film "; peel mold release film off and expose the adhesive layer as " blooming/adhesive layer "; and fit with other blooming, the formation as " blooming/adhesive layer/blooming " adhesive layer being used for interlayer laminating can be obtained thus.
Embodiment
Below, the present invention is illustrated based on embodiment.
The manufacture > of < acrylic copolymer
[embodiment 1]
Nitrogen is imported in the reaction unit being furnished with agitator, thermometer, reflux exchanger and nitrogen ingress pipe, thus the air with nitrogen replacement in reaction unit.Then, in reaction unit, add the butyl acrylate of 90 weight parts, the benzyl acrylate of 10 weight parts, the NVP of 10 weight parts, the own ester of vinylformic acid 6-hydroxyl of 2.5 weight parts, and add the solvent (vinyl acetic monomer) of 60 weight parts simultaneously.Then, through the Diisopropyl azodicarboxylate as polymerization starter of 2 hours instillation 0.1 weight parts, at 65 DEG C, make it react 6 hours, obtain weight-average molecular weight be 500,000, for the acrylic acid copolymer soln 1 of embodiment 1.Get a part for acrylic copolymer, use as determination of acid value sample described later.
[embodiment 2 ~ 5 and comparative example 1 ~ 3]
Except such as table 1 (A) ~ (D) described in have adjusted each monomer respectively composition except, operate in the same manner as the above-mentioned acrylic acid copolymer soln 1 for embodiment 1, obtain the acrylic acid copolymer soln for embodiment 2 ~ 5 and comparative example 1 ~ 3.At this, though do not illustrate measurement result especially, the weight-average molecular weight of the multipolymer contained by the acrylic acid copolymer soln of embodiment 2 ~ 5 and comparative example 1 ~ 3 is in the scope of 200,000 ~ 2,000,000.
The manufacture > of < adhesive composition, adhesive layer and adhesive film
[embodiment 1]
In the acrylic acid copolymer soln 1 of the embodiment 1 manufactured as mentioned above, be uniformly mixed after adding the Coronate HX (コ ロ ネ ー ト HX) (isocyanuric acid ester of hexamethylene diisocyanate compound) of 0.5 weight part, obtain the adhesive composition of embodiment 1.By this adhesive composition, be coated on after on the stripping film that is made up of the polyethylene terephthalate scribbling silicone resin (PET) film, at 90 DEG C of temperature, carry out drying and remove solvent, then, 23 DEG C, slaking 7 days under the environment of 50%RH, thus obtain the adhesive film of the embodiment 1 on the one side of stripping film with the adhesive layer making adhesive composition be cross-linked.
[embodiment 2 ~ 5 and comparative example 1 ~ 3]
Except have adjusted the composition of additive respectively as described in (E), (F) of table 1 except, operate in the same manner as the adhesive film of above-described embodiment 1, obtain the adhesive film of embodiment 2 ~ 5 and comparative example 1 ~ 3.
Table 1
In table 1, the total weight that numeric representation in bracket is organized with (A) group and (B) is set to the numerical value that 100 weight parts obtain the weight part that (C) group ~ (F) organizes, using the adding proportion organized as (C) group ~ (F).Wherein, what setting (A) group and (B) organized in embodiment 3 adds up to 110 weight parts, what in embodiment 5, setting (A) group and (B) organized adds up to 90 weight parts, and what in comparative example 2, setting (A) group was organized with (C) adds up to 100 weight parts.
In addition, the compound title of the abbreviation correspondence of each composition used in table 1 is shown in Table 2.At this, Coronate (コ ロ ネ ー ト, registered trademark) HX, Coronate HL, Coronate L-45 is Nippon Polyurethane Industry Co., Ltd. (Nippon Polyurethane Industry Co., Ltd.) trade name, D-11ON is the trade name of Mitsui Chemicals, Inc.HDI refers to hexamethylene diisocyanate, and TDI nail phenylene diisocyanate, XDI refers to xylylene diisocyanate.
Table 2
< test method and evaluation >
Peel stripping film (scribbling the PET film of silicone resin) off from the adhesive film of embodiment 1 ~ 5 and comparative example 1 ~ 3 and expose adhesive layer, and adhesive layer being transferred on the one side of Polarizer (film).
The measuring method > of < cohesive force
Adhesive layer is transferred to the one side of the Polarizer (film) of thickness 180 μm, thus obtains the adhesive film (blooming with adhesive layer) as sample.
Adhesive film fitted on the non-tin face after being cleaned by acetone of soda-lime glass with press bonding roller, then with 50 DEG C, after the condition of 0.5MPa × 20 minute carries out pressure kettle process, return to the environment of 23 DEG C × 50%RH, with tensile testing machine and according to JIS Z0237 " adhesive tape, bonding sheet test method ", determine the stripping strength of the adhesive film after 1 hour, by the cohesive force of stripping strength when peeling off using the speed of 300mm/min to 180 ° of directions as the adhesive layer of adhesive film.
< gel fraction >
The quality of the mensuration sample after measuring aging end exactly, before laminating Polarizer, and flood after 24 hours in toluene, filtered by the wire cloth of 200 sieve meshes.Then, at 100 DEG C, dried screening is after 1 hour, measures the quality of residue exactly, and calculates the gel fraction of adhesive layer (binding agent after crosslinked) according to following formula.
Gel fraction (%)=insoluble part mass (g)/binding agent quality (g) × 100
The fusible test method > of <
With the visual adhesive layer confirming the adhesive film of the sample after measuring cohesive force, and with the state come off from the Polarizer (film) of substrate layer, judge its binding property.
Zero: adhesive layer does not come off from substrate layer completely.
△ a: part for adhesive layer is separated from substrate layer and comes off.
×: adhesive layer comes off from substrate layer and is attached to the glass of adherend.
< re-workability >
The adhesive film that the 10cm same method during the mensuration adopted with cohesive force prepared is square, sample is prepared in the non-tin face that adopting uses the same method is fitted in soda-lime glass, this sample is placed on 70 DEG C, the environment of dry (Dry) is after lower 24 hours, be taken out in room temperature, by the visual cull confirming adherend surface when peeling adhesive film from sheet glass.
Zero ... confirm there is no cull completely.
△ ... confirm slightly have cull.
× ... confirm there is cull clearly.
The test method > of < weather resistance
The adhesive film that the 10cm same method during the mensuration adopted with cohesive force prepared is square, sample is prepared in the non-tin face being fitted in soda-lime glass in the same way, this sample is placed on the environment of 60 DEG C × 90%RH after lower 250 hours, be taken out to the environment of 23 DEG C × 50%RH, by the state of the adhesive film of visual observation after 1 hour, thus judge weather resistance.
Zero: adhesive film is not peeling completely and foams.
△ a: part for adhesive film creates to be peeled off and foaming.
×: the entirety of adhesive film creates to be peeled off and foaming.
The measuring method > of < specific refractory power
The specific refractory power of the adhesive layer at 23 DEG C is measured with Abbe refractometer (manufacturers: ERMA, model: ER-2S).
The measuring method > of < surface resistivity
After weathering, before laminating Polarizer, peel stripping film (scribbling the PET film of silicone resin) off and adhesive layer is exposed, adopt resistivity meter HirestaUP-HT450 (Ha イ レ ス タ UP-HT450, Mitsubishi of Co., Ltd. chemical analysis technology (Mitsubishi Chemical Analytech Co., Ltd.) manufacture), determine the surface resistivity of adhesive layer.
Evaluation result is shown in Table 3.In addition, in surface resistivity, represent " m × 10 by " mE+n "
+ n" (wherein, m is arbitrary real number, and n is positive integer).
Table 3
In the adhesive film of embodiment 1 ~ 5, the initial stage cohesive force of the adhesive layer of 20 μm of thickness is more than 3.0N/25mm, and the specific refractory power of adhesive layer is in the scope of 1.47 ~ 1.50, and binding property, re-workability and weather resistance are also excellent.That is, the adhesive film of embodiment 1 ~ 5 can meet necessary requirement and can overcome problems of the prior art.In addition, the adhesive film of embodiment 3 ~ 5 has 5.0 × 10
+ 10the surface resistivity of Ω/below, this surface resistivity is sufficient for possessing antistatic property.
The gel fraction of the adhesive film of comparative example 1 is high, the initial stage cohesive force of the adhesive layer of thickness 20 μm is weak.In addition, owing to not having (methyl) acrylate monomer containing aryl, therefore the specific refractory power of adhesive layer is low.And binding property and weather resistance are also poor.
The gel fraction of the adhesive film of comparative example 2 is low, the cohesive force of the adhesive layer of thickness 5 μm is weak.In addition, owing to not having (methyl) acrylate monomer containing aryl, therefore the specific refractory power of adhesive layer is low.And binding property, re-workability and weather resistance are also poor.
The gel fraction of the adhesive film of comparative example 3 is low, re-workability and weather resistance also poor.
So, the adhesive film of comparative example 1 ~ 3 cannot meet proposed requirement and overcome Problems existing in the past in the past.
Claims (11)
1. an adhesive layer, wherein, in the adhesive layer making the adhesive composition comprising acrylic polymers be cross-linked,
The multipolymer of described acrylic polymers containing main component (methyl) acrylate monomer and other copolymerization monomer,
(methyl) acrylate monomer as described main component comprises: the carbonatoms of alkyl is more than at least one in (methyl) alkyl acrylate monomer of C1 ~ C14; And containing more than at least one in (methyl) acrylate monomer of aryl,
Comprise as other copolymerization monomer described: more than at least one in the vinyl monomer of nitrogen atom; And more than at least one in the copolymerizable vinyl monomer of hydroxyl,
Further, the linking agent making described adhesive composition crosslinked is trifunctional isocyanates compound,
The thickness of described adhesive layer is 1 μm ~ 20 μm, and when thickness is 20 μm, the initial stage cohesive force of laminating is more than 3.0 (N/25mm), and specific refractory power is 1.47 ~ 1.50.
2. adhesive layer as claimed in claim 1, wherein,
Comprise in described adhesive composition:
Weight-average molecular weight is the multipolymer of 200,000 ~ 2,000,000, described multipolymer relative to by the carbonatoms of 70 ~ 95 weight parts (A) alkyl be C1 ~ C14 (methyl) alkyl acrylate monomer at least one more than and (B) of 5 ~ 30 weight parts containing material 100 the weight part more than at least one in (methyl) acrylate monomer of aryl be combined together, the at least one had in the copolymerization sex ethylene base monomer of (D) hydroxyl of more than one and 0.1 ~ 10 weight part in the vinyl monomer of (C) nitrogen atom of 2 ~ 50 weight parts forms, and
(E) trifunctional isocyanates compound of 0.001 ~ 1 weight part.
3. adhesive layer as claimed in claim 2, wherein, described acrylic polymers does not comprise carboxylic copolymerizable vinyl monomer as monomer whose.
4. adhesive layer as claimed in claim 1 or 2, wherein, the gel fraction of described adhesive layer is 50% ~ 70%.
5. adhesive layer as claimed in claim 1 or 2, wherein, the ionic compound of the fusing point 25 DEG C ~ 50 DEG C containing 0.1 ~ 5.0 weight part in described adhesive composition, the surface resistivity of adhesive layer is 5.0 × 10
+ 10Ω/below.
6. an adhesive film, the adhesive layer that its one side in mold release film is formed according to any one of Claims 1 to 5 forms, and has the formation of mold release film/adhesive layer/mold release film.
7. an adhesive film, it is stacked adhesive layer of having the right according to any one of requirement 1 ~ 5 on the one side of base material.
8. Polarizer and a display panel laminating film, it use adhesive film according to claim 6.
9. a touch panel film, it uses adhesive film according to claim 6.
10. an Electronic Paper film, it uses adhesive film according to claim 6.
11. 1 kinds of bloomings with adhesive layer, it is stacked adhesive layer of having the right according to any one of requirement 1 ~ 5 at least one face of blooming.
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| JP2014012814A JP6002701B2 (en) | 2014-01-27 | 2014-01-27 | Adhesive layer and adhesive film |
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| KR101809975B1 (en) | 2017-12-18 |
| KR101716197B1 (en) | 2017-03-14 |
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