CN1286935C - Adhesive composition for optical component and binding film for optical component therewith - Google Patents
Adhesive composition for optical component and binding film for optical component therewith Download PDFInfo
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- CN1286935C CN1286935C CNB031577903A CN03157790A CN1286935C CN 1286935 C CN1286935 C CN 1286935C CN B031577903 A CNB031577903 A CN B031577903A CN 03157790 A CN03157790 A CN 03157790A CN 1286935 C CN1286935 C CN 1286935C
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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
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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
- C09J133/062—Copolymers with monomers not covered by C09J133/06
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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
- C09J133/24—Homopolymers or copolymers of amides or imides
- C09J133/26—Homopolymers or copolymers of acrylamide or methacrylamide
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
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- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The pressure-sensitive adhesive composition comprises 100 pts. wt. of an acrylic polymer which is a copolymer of a monomer mixture containing (a) 100 pts. wt. of an alkyl (meth)acrylate, (b) 0.1-10 pts. wt. of a monomer having a hydroxy group in the molecule, (c) 0.05-3 pts. wt. of a monomer having any functional group of a carboxy group, an amide group and an amino group in the molecule and having >=500,000 and <=2,000,000 weight-average molecular weight according to gel permeation chromatography (GPC) and 0.01-5 pts. wt. of a polyol-modified xylylene diisocyanate cross-linking agent. The optical pressure-sensitive adhesive sheet is obtained by forming a pressure-sensitive adhesive layer composed of the pressure-sensitive adhesive composition for the optical member on one or both surfaces of a support.
Description
Technical field
The used for optical part bonding film that the present invention relates to require the used for optical part binder composition of the transparency and use this binder composition, be to relate to the used for optical part tackiness agent that contains specific acrylic copolymer and specific isocyanate curing agent, and be provided with the used for optical part bonding film of the binder layer that uses this binder composition at the one or both sides of upholder more in detail.
Background technology
Liquid-crystal display (LCD) and plasm display panel plane control plate display screens (FDP) such as (PDP) are used as display unit in various fields.These display unit are used and can be prevented preventing reflectance coating and can prevent the abrasive protective membrane of display unit etc. from the external light source reflection.
In addition, cathode ray tube (CRT) and FPD not only are utilized as display unit, on its surface touch panel are set, and also can be used as input unit.This touch panel uses protective membrane, prevents reflectance coating and ITO evaporation resin molding etc.
These films are pasted by tackiness agent (pressure-sensitive caking agent) and are used, owing to require high transparent and high-durability etc., therefore, mainly use acrylic adhesive as tackiness agent.In addition, LCD also uses acrylic adhesive when lamination polarization plate and polarizer.
As acrylic adhesive, can enumerate and make that but to contain with the carbonatoms of alkyl be the acrylic acid polymer of other monomer generation copolymerization of the monomer of functional groups such as vinylformic acid of main ingredient and copolymerization at the alkyl acrylate of 1-20, be added with intramolecularly mostly and have the linking agent of the organic radical of this acrylic acid polymer contained more than 2 functional group and responding property, reach and according to circumstances be added with tackifying resin etc., can be by suitably selecting the monomer fusion of acrylic acid polymer, the molecular weight of acrylic acid polymer and molecular weight distribution, the blended amount of linking agent and tackifying resin etc. are modulated its adhesion characteristic.
Linking agent as this acrylic adhesive, known have isocyanate compound, epoxy compounds, amine compound, aziridine cpd, melamine compound and a metal chelate etc., wherein, isocyanate compound is because therefore the touch sense of the tackiness agent after the crosslinking reaction and good with the cohesiveness of bonded thing has obtained use widely.
But, used the acrylic adhesive of isocyanate compound as linking agent, comparison shows that with the acrylic adhesive that uses other linking agent, urethane structure after crosslinked has the tendency that causes that photostabilization, the transparency reduce, the maintenance of binder composition (wearing out) time is long, if use aromatic isocyanate, the easy flavescence of the tackiness agent that then obtains, if use aliphatics or alicyclic isocyanate compound, then albefaction easily.
Open in the flat 7-324183 communique the spy, resultant of reaction by polyisocyanate compounds and polyvalent alcohol is disclosed, promptly by containing the binder composition that polymeric polyisocyanate modifier that is bonded in the isocyanate group on the tertiary carbon atom more than 2 and the acrylic copolymer that contains the free carboxyl are formed at least, it has the storage period that can be met fully, and the weathering resistance of filming and the transparency are good.But the crosslinking reaction that this binder composition is coated on behind the upholder is slow, reaches that bond properties is stable to need considerable time, therefore, can't satisfy market demands from improving productivity.
Problem of the present invention provides not only can satisfy the transparency, photostabilization and weathering resistance, and passing does not in time have the short acrylic acid series used for optical part binder composition of digestion time after flavescence phenomenon, the coating (bonding) and uses the optics bonding film of said composition.
Summary of the invention
Used for optical part binder composition of the present invention is with respect to (a) (methyl) alkyl acrylate 100 weight parts, comprise 0.1-10 weight part (b) intramolecularly and contain the monomer of hydroxyl and the multipolymer that 0.05-3 weight part (c) intramolecularly contains the monomeric monomer mixture of any functional group in carboxyl, amide group, the amino, adopting gel permeation chromatography to record it, to contain weight-average molecular weight be 100 weight parts of the acrylic acid polymer below 2,000,000 and polyalcohol modified xylylene diisocyanate linking agent 0.01-5 weight part more than 500,000.In addition, aforesaid propylene acid based polymer preferably obtains by solution polymerization or bulk polymerization.
Optics bonding film of the present invention is the bonding film that is provided with the binder layer of being made up of above-mentioned used for optical part binder composition at the one or both sides of upholder.
Embodiment
The employed acrylic acid polymer of used for optical part binder composition of the present invention is with respect to monomer component (a) (methyl) alkyl acrylate 100 weight parts, and the monomer that monomer component (b) intramolecularly contains hydroxyl is that the monomer that 0.1-10 weight part and monomer unit (c) intramolecularly contain any functional group in carboxyl, amide group, the amino is the multipolymer of the monomer mixture of 0.05-3 weight part.
As monomer component (a) (methyl) alkyl acrylate of monomer mixture, can enumerate: (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) propyl acrylate, (methyl) n-butyl acrylate, (methyl) isobutyl acrylate, (methyl) tert-butyl acrylate, (methyl) ethyl acrylate, (methyl) vinylformic acid n-octyl, (methyl) Isooctyl acrylate monomer, (methyl) dodecylacrylate, (methyl) vinylformic acid stearyl etc.(methyl) vinylformic acid is represented vinylformic acid and methacrylic acid, and (methyl) acrylate is represented acrylate and methacrylic ester.
The monomer that contains hydroxyl as monomer component (b) intramolecularly of monomer mixture, can enumerate (methyl) vinylformic acid-2-hydroxyl ethyl ester, (methyl) vinylformic acid-4-hydroxy butyl ester, (methyl) vinylformic acid-2-hydroxypropyl acrylate, (methyl) vinylformic acid-2-hydroxy butyl ester, (methyl) vinylformic acid-own ester of 6-hydroxyl, 1,4-hexanaphthene list (methyl) vinylformic acid diformazan alcohol ester, chloro (methyl) vinylformic acid-2-hydroxypropyl acrylate, list (methyl) vinylformic acid diol ester, vinyl carbinol etc.
The monomer that contains any functional group in carboxyl, amide group, the amino as monomer component (c) intramolecularly of monomer mixture can be enumerated: (methyl) vinylformic acid, (methyl) vinylformic acid-2-carboxylic ethyl ester, (methyl) vinylformic acid-3-carboxylic propyl ester, (methyl) vinylformic acid-4-carboxylic butyl ester, methylene-succinic acid, Ba Dousuan, toxilic acid, fumaric acid and maleic anhydride etc. contain the monomer of carboxyl; (methyl) acrylamide, N, N-dimethyl (methyl) acrylamide, N-sec.-propyl (methyl) acrylamide, N, N-diethyl (methyl) acrylamide, acryloyl morpholine, N-vinyl acetamide, two acetone (methyl) acrylamide, N, N-dimethylaminopropyl (methyl) acrylamide, vinyl pyrrolidone, methylol (methyl) acrylamide, methoxy ethyl (methyl) acrylamide etc. contain the monomer of amide group; N, N-dimethylamino (methyl) ethyl propenoate, N, N-diethylamino ethyl (methyl) acrylamide, N, N-dimethylaminopropyl (methyl) acrylamide, single ホ リ ノ (methyl) ethyl propenoate etc. contain amino monomer etc.
Monomer component (c) intramolecularly contains the monomeric functional group of any functional group in carboxyl, amide group, the amino, at diffusion barrier, prevent reflectance coating, prevent that glass from dispersing film etc. when accepting the situation of uviolizing that amino and amide group are better.For employed polarization plate of LCD and polarizer, carboxyl is better.
The blended amount of above-mentioned monomer mixture, with respect to monomer component (a) 100 weight parts, monomer component (b) is below above 10 weight parts of 0.1 weight part, monomer component (c) is below above 3 weight parts of 0.05 weight part, be preferably with respect to monomer component (a) 100 weight parts, (b) being below above 5 weight parts of 0.5 weight part, (c) is below above 2 weight parts of 0.05 weight part.Because monomer component (a)-(c) in this numerical range, can carry out the crosslinking reaction with following polyalcohol modified xylylene diisocyanate rapidly.
In the above-mentioned monomer mixture, also can mix other monomer (d) as required.This other monomer can be enumerated: alkoxyl group (methyl) alkyl acrylates such as methoxyl group (methyl) ethyl propenoate and oxyethyl group (methyl) ethyl propenoate; (methyl) glycidyl acrylate etc. contains (methyl) acrylate of epoxy group(ing); Acetoacetoxy groups (methyl) ethyl propenoate etc. contains (methyl) acrylate of acetoacetyl, aromatic monomers such as vinylbenzene, vinyl toluene and Vinyl toluene; Metacryloxy propyl group methoxy silane, vinyl-acetic ester, vinylchlorid and (methyl) vinyl cyanide etc.The ratio of mixture of other monomer (d) with respect to monomer component (a) alkyl acrylate 100 weight parts, is below 50 weight parts, more preferably below 30 weight parts, particularly preferably below 10 weight parts.
The employed aforesaid propylene acid of used for optical part binder composition of the present invention based polymer, above-mentioned monomer-polymer can be adopted known in the past polymerizations such as solution polymerization process, mass polymerization, emulsion polymerization method and suspension polymerization make, but preferably adopt the solution polymerization process and the mass polymerization that do not contain polymerization stabilizers such as emulsifying agent and suspension agent to make.In addition, aforesaid propylene acid based polymer adopts weight-average molecular weight (Mw) that gel permeation chromatography (GPC) records more than 500,000 below 2,000,000, is preferably in more than 600,000 below 1,800,000.If Mw less than 500,000 o'clock, then adhesion durability is insufficient, if Mw surpasses at 2,000,000 o'clock, then to the flexible followability variation of upholder (base material), takes place easily and situation such as is peeled off by bur.
The resultant of reaction that the employed polyalcohol modified xylylene diisocyanate of used for optical part binder composition of the present invention is xylylene diisocyanate and polyvalent alcohol, polyvalent alcohol can be enumerated: outside ethylene glycol, glycol ether, polyoxyethylene glycol, propylene glycol, polypropylene glycol, propylene glycol, glycerol, butyleneglycol, trihydroxybutane, hexylene glycol, hexanetriol, tetramethylolmethane, TriMethylolPropane(TMP), the Dipentaerythritol etc., also have polyether polyol and polyester polyol, acrylic polyol, polybutadiene polyol, polyisoprene polyvalent alcohol etc.Wherein be preferably the TriMethylolPropane(TMP) modification xylylene diisocyanate that adds 3 moles of xylylene diisocyanates with respect to 1 mole of TriMethylolPropane(TMP).
The mixing of aforesaid propylene acid based polymer and above-mentioned polyalcohol modified xylylene diisocyanate, when being modulated into the situation of aforesaid propylene acid polymer by solution polymerization, be preferably in the acrylic acid polymer solution after polymerization finishes and add isocyanate compound, and when being modulated into the situation of aforesaid propylene acid based polymer by bulk polymerization, because polymerization is difficult to uniform mixing after finishing, therefore, be preferably in and make it in the polymeric process to mix.
The ratio of mixture of aforesaid propylene acid based polymer and above-mentioned polyalcohol modified xylylene diisocyanate, better be with respect to acrylic acid polymer 100 weight parts, polyalcohol modified xylylene diisocyanate is the 0.01-5 weight part, and the spy is well the 0.05-1 weight part.
In the used for optical part binder composition of the present invention, in the scope of not damaging effect of the present invention, but also fusion silane coupling agent, antioxidant, UV light absorber, tackifier, softening agent etc.
Used for optical part bonding film of the present invention is to form the binder layer of being made up of above-mentioned used for optical part binder composition on the one or both sides of upholder.Binder layer can be used in the past, and known method forms.Can enumerate as upholder: polarization film, phase retardation film, elliptically polarized light film, prevent reflectance coating, improve the brightness film, optical diffusion film, prevent that glass from dispersing and surface protection film etc.
Embodiment
By embodiment the present invention is specifically described, but the present invention is not limited only to this.
＜Production Example 1〉the acrylic acid polymer solution A
N-butyl acrylate 100 weight parts, vinylformic acid-2-hydroxyl ethyl ester 4 weight parts, vinylformic acid 0.5 weight part, ethyl acetate 90 weight parts and benzoyl peroxide 0.1 weight part are put into reactor, with the air in this reactor of nitrogen replacement.Then, warming while stirring to 70 ℃ was carried out reaction 8 hours, obtained the acrylic acid polymer solution A.The Mw that the acrylic acid polymer A that obtains records with GPC is 1,200,000.
＜Production Example 2〉the acrylic acid polymer solution B
N-butyl acrylate 100 weight parts, vinylformic acid-2-hydroxyl ethyl ester 2 weight parts, acrylamide 1 weight part, ethyl acetate 100 weight parts and Diisopropyl azodicarboxylate 0.2 weight part are put into reactor, with the air in this reactor of nitrogen replacement.Then, warming while stirring to 60 ℃ was carried out reaction 4 hours, after 4 hours, add toluene 100 weight parts, α-Jia Jibenyixierjuwu 5 weight parts, Diisopropyl azodicarboxylate 2 weight parts, be warming up to 90 ℃, reaction was carried out 4 hours, obtained the acrylic acid polymer solution B.The Mw that the acrylic acid polymer B that obtains records with GPC is 700,000.
＜Production Example 3〉the acrylic acid polymer solution C
Ethyl acrylate 100 weight parts, vinylformic acid-4-hydroxy butyl ester 0.5 weight part, acrylamide 2.5 weight parts, ethyl acetate 90 weight parts and benzoyl peroxide 0.07 weight part are put into reactor, with the air in this reactor of nitrogen replacement.Then, warming while stirring to 73 ℃ was carried out reaction 8 hours, obtained the acrylic acid polymer solution C.The Mw that the acrylic acid polymer C that obtains records with GPC is 1,400,000.
＜Production Example 4〉the acrylic acid polymer solution D
Except that the vinylformic acid consumption in the Production Example 1 is changed into 4 weight parts, other and Production Example 1 are reacted equally, obtain the acrylic acid polymer solution D.The Mw that the acrylic acid polymer E that obtains records with GPC is 1,300,000.
＜Production Example 5〉the acrylic acid polymer solution E
The vinylformic acid in not using Production Example 1, other and Production Example 1 are reacted equally, obtain the acrylic acid polymer solution E.The Mw that the acrylic acid polymer F that obtains records with GPC is 1,200,000.
＜Production Example 6〉acrylic acid polymer solution F
Except that the consumption with the vinylformic acid in the Production Example 1-2-hydroxyl ethyl ester changes into 0.05 weight part, other and Production Example 1 are reacted equally, obtain acrylic acid polymer solution F.The Mw that the acrylic acid polymer E that obtains records with GPC is 1,100,000.
＜Production Example 7〉acrylic acid polymer solution G
Except that the consumption with the vinylformic acid in the Production Example 1-2-hydroxyl ethyl ester changes into 12 weight parts, other and Production Example 1 are reacted equally, obtain acrylic acid polymer solution G.The Mw that the acrylic acid polymer H that obtains records with GPC is 1,400,000.
＜Production Example 8〉the acrylic acid polymer Solution H
Except that 90 weight parts of the ethyl acetate in the Production Example 1 are changed into ethyl acetate 10 weight parts, toluene 80 weight parts, other and Production Example 1 are reacted equally, obtain the acrylic acid polymer solution I.The Mw that the acrylic acid polymer H that obtains records with GPC is 300,000.
＜Production Example 9〉adopt the method for bulk polymerization to make acrylic acid polymer
As the 1st operation, ethyl acrylate 100 weight parts, vinylformic acid-2-hydroxyl ethyl ester 2 weight parts, dimethylamino ethyl propenoate 1 weight part are put into reactor, behind the air in this reactor of nitrogen replacement, warming while stirring to 50 ℃, then, add 2,2 '-azo two (4-methoxyl group-2, the 4-methyl pentane nitrile) 0.025 weight part, improve the temperature of reaction system, carry out polyreaction under without the refrigerative situation, the temperature of reaction system arrives 119 ℃, begins cooling then gradually.Add ethyl acrylate 20 weight parts, vinylformic acid-2-hydroxyl ethyl ester 0.4 weight part, dimethylamino ethyl propenoate 0.2 weight part, the temperature of reaction system is cooled to 110 ℃.Be cooled to room temperature with water-bath again, obtain the acrylic acid series partial polymer.
Next,, in these acrylic acid series partial polymer 100 weight parts, add Photoepolymerizationinitiater initiater (trade(brand)name: ダ ロ キ ュ ア 1173, チ バ ガ イ ギ one (Co., Ltd.) system) 0.3 weight part, obtain Polymerizable composition through fully stirring as the 2nd operation.It is coated on the polyester film after the lift-off processing, in nitrogen atmosphere, with high pressure mercury vapour lamp with 10W/m
2Shine 360 seconds, afterwards with 3000W/m
2Shine and carried out photopolymerization reaction in 45 seconds, form the acrylic acid polymer layer of 25 μ m.The Mw that this acrylic acid polymer layer records with GPC is 1,150,000.
The condition determination of GPC sees Table 1.
(table 1)
Table 1 (condition determination of GPC)
The device name: eastern ソ one (Co., Ltd.) makes HLC-8120
1 of post: eastern ソ one (Co., Ltd.) system G7000HXL 7.8mmID * 30cm
2 of GMHXL 7.8mmID * 30cm
1 of G2000HXL 7.8mmID * 30cm
Sample concentration: with the tetrahydrofuran (THF) dilution is 1.5mg/cm
2
Mobile phase solvent: tetrahydrofuran (THF)
Flow: 1.0cm
3/ second
Column temperature: 40 ℃
＜embodiment 1 〉
In solid ingredient 100 weight parts of acrylic acid polymer solution A, add xylylene diisocyanate annexation 0.05 weight part of TriMethylolPropane(TMP), obtain binder composition through fully stirring.It is coated on the polyester film after the lift-off processing, makes its drying, form the binder layer of 25 μ m after, it is transferred on the one side of polarization film, under the condition of 23 ℃ of temperature, humidity 65%, make it aging.
＜embodiment 2 〉
In solid ingredient 100 weight parts of acrylic acid polymer solution B, add xylylene diisocyanate 0.7 weight part of TriMethylolPropane(TMP), obtain binder composition through fully stirring.It is coated on the polyester film after the lift-off processing, makes its drying, form the binder layer of 25 μ m after, it is transferred on the one side of polarization film, under the condition of 23 ℃ of temperature, humidity 65%, make it aging.
＜embodiment 3 〉
In solid ingredient 100 weight parts of acrylic acid polymer solution C, add xylylene diisocyanate annexation 0.1 weight part of TriMethylolPropane(TMP), obtain binder composition through fully stirring.It is coated on the polyester film after the lift-off processing, makes its drying, form the binder layer of 25 μ m after, it is transferred on the one side of polarization film, under the condition of 23 ℃ of temperature, humidity 65%, make it aging.
＜embodiment 4 〉
In Polymerizable composition, add again xylylene diisocyanate annexation 0.5 weight part with respect to the TriMethylolPropane(TMP) of acrylic acid series partial polymer 100 weight parts the 2nd operation in the Production Example 9, other is identical with Production Example 9, at the binder layer that forms 25 μ m on the polyester film after the lift-off processing.It is transferred on the one side of polarization film, under the condition of 23 ℃ of temperature, humidity 65%, makes it aging.
＜comparative example 1 〉
Except that the acrylic acid polymer solution A among the embodiment 1 is changed into the acrylic acid polymer solution D, other is identical with embodiment 1.
＜comparative example 2 〉
Except that the acrylic acid polymer solution A among the embodiment 1 is changed into the acrylic acid polymer solution E, other is identical with embodiment 1.
＜comparative example 3 〉
Except that the acrylic acid polymer solution A among the embodiment 1 is changed into the acrylic acid polymer solution F, other is identical with embodiment 1.
＜comparative example 4 〉
Except that the acrylic acid polymer solution A among the embodiment 1 is changed into the acrylic acid polymer solution G, other is identical with embodiment 1.
＜comparative example 5 〉
Except that the acrylic acid polymer solution A among the embodiment 1 is changed into the acrylic acid polymer solution H, other is identical with embodiment 1.
＜comparative example 6 〉
Except that the accrete consumption of xylylene diisocyanate with TriMethylolPropane(TMP) among the embodiment 1 changes into 0.001 weight part, other is identical with embodiment 1.
＜comparative example 7 〉
Except that the accrete consumption of xylylene diisocyanate with TriMethylolPropane(TMP) among the embodiment 1 changes into 6 weight parts, other is identical with embodiment 1.
＜comparative example 8 〉
Except that the inferior dimethyl vulcabond annexation with the TriMethylolPropane(TMP) among the embodiment 1 changes into the hexamethylene diisocyanate of TriMethylolPropane(TMP), other is identical with embodiment 1.
＜comparative example 9 〉
Except that the xylylene diisocyanate annexation with the TriMethylolPropane(TMP) among the embodiment 1 changes into the tolylene diisocyanate of TriMethylolPropane(TMP), other is identical with embodiment 1.
＜evaluation test 〉
After the binder composition coating, measure 1,3,5,7,10,15 day gel fraction.
The branch rate of gel adopts following method to try to achieve, be taken at that the about 0.1g of condition aged tackiness agent with 23 ℃ of temperature, humidity 65%RH puts into sample plasma bottle on the upholder, add ethyl acetate 30cc, vibration after 24 hours, with the stainless steel metal mesh filter of the content in this sample plasma bottle with 200 meshes, with the resistates on the wire netting in 100 ℃ of dryings after 2 hours, measure dry weight, (I) tries to achieve with following formula.It the results are shown in Table 2.
(formula 1)
Gel fraction (%)=(example weight of dry weight/tackiness agent) * 100 (I)
Table 2
| Gel fraction (%) | Flavescence | Storage property | ||||||
| 1 day | 3 days | 5 days | 7 days | 10 days | 15 days | |||
| Embodiment 1 | 10 | 36 | 36 | 37 | 37 | 37 | ○ | ○ |
| Embodiment 2 | 5 | 27 | 28 | 28 | 28 | 28 | ○ | ○ |
| Embodiment 3 | 26 | 43 | 44 | 44 | 44 | 44 | ○ | ○ |
| Embodiment 4 | 9 | 31 | 32 | 32 | 33 | 33 | ○ | ○ |
| Comparative example 1 | 12 | 37 | 43 | 44 | 44 | 44 | ○ | × |
| Comparative example 2 | 8 | 14 | 23 | 25 | 30 | 34 | ○ | ◎ |
| Comparative example 3 | 0 | 1 | 5 | 8 | 11 | 16 | ○ | ◎ |
| Comparative example 4 | 44 | 68 | 69 | 69 | 69 | 70 | ○ | ○ |
| Comparative example 5 | 2 | 9 | 9 | 10 | 11 | 11 | ○ | ○ |
| Comparative example 6 | 0 | 0 | 0 | 0 | 0 | 0 | ○ | ◎ |
| Comparative example 7 | 44 | 67 | 80 | 80 | 80 | 81 | ○ | ○ |
| Comparative example 8 | 1 | 15 | 35 | 38 | 43 | 43 | △ | ◎ |
| Comparative example 9 | 6 | 36 | 40 | 42 | 44 | 44 | × | ○ |
Flavescence
Polyester film with 25 μ m replaces the polarization film among the foregoing description 1-4, the comparative example 1-9 to use, and makes the used for optical part bonding film.Will be through 7 days under the condition of 23 ℃ of temperature, humidity 65%RH, the aging bonding film that obtains, in 100 ℃ drying machine, leave standstill 15 after, by the visual observation change in color.The results are shown in Table 2." zero " represents not flavescence, and flavescence is a little only observed in " △ " expression, and " * " represents obvious flavescence.
Storage property
The binder composition that obtains among the foregoing description 1-4, the comparative example 1-9 is left standstill under the condition of 23 ℃ of temperature, humidity 65%RH, observe from binder composition modulation back to the time of taking place till viscosity rises.The results are shown in Table 2." ◎ " is more than 12 hours, and " zero " for surpassing 6 hours-less than 12 hours, " * " is less than 6 hours.
Weather resistance
Use the lamination Rolled machine, the used for optical part bonding film that obtains among the foregoing description 1-4, the comparative example 1-9 is coated the one side of the non-alkali glass plate of thickness 0.5mm.Then, in the autoclave of 50 ℃, 5 air pressure, kept 20 minutes, make it bonding.
To under the condition of 100 ℃, 60 ℃ 90%RH, place 500 hours with the test portion that aforesaid method obtains, by the foaming situation of the peeling off of visual observation optics, bonding interface.The results are shown in Table 3." zero " in the table is illustrated in practical no problem, and " △ " is illustrated in the practicality, and problem may take place, and " * " is illustrated in the practical existing problems that go up.
Table 3
| 100 ℃ * 500 hours | 60 ℃ 90% * 500 hour | |||
| Peel off | Bubble | Peel off | Bubble | |
| Embodiment 1 embodiment 2 embodiment 3 embodiment 4 comparative examples 1 comparative example 2 comparative examples 3 comparative examples 4 comparative examples 5 comparative examples 6 comparative examples 7 comparative examples 8 comparative examples 9 | ○ ○ ○ ○ ○ ○ ○ △ ○ ○ × ○ ○ | ○ ○ ○ ○ ○ △ × ○ × × × ○ ○ | ○ ○ ○ ○ ○ ○ ○ × ○ ○ × ○ ○ | ○ ○ ○ ○ ○ ○ △ × △ × × ○ ○ |
Used for optical part tackiness agent of the present invention, shown in above-mentioned embodiment, not only has inhibited from yellowing, the industrial sufficient storage that has, and, compare with binder composition in the past, have can finish crosslinking structure after the coating rapidly, gel fraction is stable, therefore, can obtain stable adhesion characteristic at short notice.Use the used for optical part bonding film of the present invention of used for optical part tackiness agent of the present invention, can use rapidly afterwards, throughput is greatly improved in bonding processing (working procedure of coating).
Claims (3)
1. used for optical part binder composition, it is characterized in that, it is with respect to (a) (methyl) alkyl acrylate 100 weight parts, comprise monomer and 0.05-3 weight part (c) intramolecularly that 0.1-10 weight part (b) intramolecularly contains hydroxyl and contain carboxyl, amide group, the multipolymer of the monomeric monomer mixture of any functional group in the amino, adopting gel permeation chromatography to record it, to contain weight-average molecular weight be 100 weight parts of the acrylic acid polymer below 2,000,000 and more than polyalcohol modified xylylene diisocyanate linking agent 0.01 weight part below 5 weight parts 500,000 or more.
2. used for optical part binder composition according to claim 1 is characterized in that acrylic acid polymer obtains by solution polymerization or bulk polymerization.
3. used for optical part bonding film, it is to comprise upholder and the bonding film of the binder layer that is provided with at the one or both sides of upholder, it is characterized in that, binder layer is by with respect to (a) (methyl) alkyl acrylate 100 weight parts, comprise monomer and 0.05-3 weight part (c) intramolecularly that 0.1-10 weight part (b) intramolecularly contains hydroxyl and contain carboxyl, amide group, the binder composition that the multipolymer of the monomeric monomer mixture of any functional group in the amino forms constitutes, and adopting gel permeation chromatography to record to contain in this multipolymer weight-average molecular weight is 100 weight parts of the acrylic acid polymer below 2,000,000 and more than polyalcohol modified xylylene diisocyanate 0.01 weight part below 5 weight parts 500,000 or more.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002250458A JP4753196B2 (en) | 2002-08-29 | 2002-08-29 | Optical member pressure-sensitive adhesive composition and optical member-use pressure-sensitive adhesive sheet using the pressure-sensitive adhesive composition |
| JP2002250458 | 2002-08-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1490371A CN1490371A (en) | 2004-04-21 |
| CN1286935C true CN1286935C (en) | 2006-11-29 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB031577903A Expired - Lifetime CN1286935C (en) | 2002-08-29 | 2003-08-29 | Adhesive composition for optical component and binding film for optical component therewith |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP4753196B2 (en) |
| KR (1) | KR20040030279A (en) |
| CN (1) | CN1286935C (en) |
| TW (1) | TWI327589B (en) |
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| CN100510790C (en) * | 2005-03-30 | 2009-07-08 | 大日本油墨化学工业株式会社 | Light diffusion film |
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| EP1945685B1 (en) * | 2005-09-23 | 2018-11-07 | Henkel AG & Co. KGaA | Acrylic polymer-based adhesives |
| JP4869015B2 (en) * | 2005-10-18 | 2012-02-01 | 日東電工株式会社 | Adhesive composition, adhesive layer and method for producing the same, and optical member with adhesive |
| KR20070075158A (en) * | 2006-01-12 | 2007-07-18 | 삼성코닝 주식회사 | Composite for optical film, optical filter having the same and display apparatus having the optical filter |
| JP5000940B2 (en) * | 2006-01-13 | 2012-08-15 | リンテック株式会社 | Adhesive for polarizing plate, adhesive sheet, polarizing plate with adhesive and method for producing the same, and optical film and method for producing the same |
| JP4780766B2 (en) * | 2006-03-27 | 2011-09-28 | 日東電工株式会社 | Optical adhesive, optical film with adhesive, and image display device |
| JP5347115B2 (en) * | 2007-04-24 | 2013-11-20 | 綜研化学株式会社 | Manufacturing method of adhesive |
| JP2009084399A (en) * | 2007-09-28 | 2009-04-23 | Gunze Ltd | Near-infrared absorbing pressure-sensitive adhesive composition and multilayer optical film |
| JP2009084400A (en) * | 2007-09-28 | 2009-04-23 | Gunze Ltd | Near-infrared absorbing pressure-sensitive adhesive composition and multilayer optical film |
| KR101109441B1 (en) | 2007-10-22 | 2012-02-09 | 닛토덴코 가부시키가이샤 | Adhesive composition for optical film, adhesive layer for optical film and method for producing the same, adhesive optical film, and image display |
| EP2072552A3 (en) | 2007-12-20 | 2009-07-29 | Nitto Denko Corporation | Pressure-sensitive adhesive composition for optical films, pressure-sensitive adhesive optical film and image display |
| JP5379409B2 (en) | 2008-02-15 | 2013-12-25 | 日東電工株式会社 | Adhesive composition for optical film, adhesive optical film, and image display device |
| JP5379410B2 (en) | 2008-03-14 | 2013-12-25 | 日東電工株式会社 | Adhesive composition for optical film, adhesive optical film, and image display device |
| JP5210078B2 (en) * | 2008-07-31 | 2013-06-12 | ビッグテクノス株式会社 | Electrically peelable pressure-sensitive adhesive composition, electrically peelable adhesive product, and method for peeling |
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| US8361633B2 (en) * | 2008-10-03 | 2013-01-29 | 3M Innovative Properties Company | Cloud point-resistant adhesives and laminates |
| KR20110127136A (en) * | 2009-02-16 | 2011-11-24 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | Radiation curable adhesive composition for optical components and adhesive optical component |
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| JP2011074308A (en) * | 2009-10-01 | 2011-04-14 | Three M Innovative Properties Co | Transparent adhesive sheet and image display device including the same |
| JP5781063B2 (en) * | 2010-03-25 | 2015-09-16 | 日東電工株式会社 | Optical acrylic pressure-sensitive adhesive composition and optical acrylic pressure-sensitive adhesive tape |
| KR101625228B1 (en) * | 2010-04-05 | 2016-05-27 | (주)엘지하우시스 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheet and touch panel |
| KR101552741B1 (en) * | 2010-04-05 | 2015-09-11 | (주)엘지하우시스 | Pressure-sensitive adhesive composition for touch panel, pressure-sensitive adhesive film and touch panel |
| WO2012128594A2 (en) * | 2011-03-23 | 2012-09-27 | 주식회사 엘지화학 | Adhesive composition for an optical film |
| JP5695529B2 (en) * | 2011-08-29 | 2015-04-08 | 綜研化学株式会社 | Laminated body and touch panel having the laminated body |
| JP5983198B2 (en) * | 2011-09-09 | 2016-08-31 | 東洋インキＳｃホールディングス株式会社 | Optical pressure-sensitive adhesive, optical pressure-sensitive adhesive sheet, and laminate |
| JP5831559B2 (en) * | 2012-01-26 | 2015-12-09 | コニカミノルタ株式会社 | LCD with touch panel |
| KR101355020B1 (en) * | 2012-02-10 | 2014-01-27 | 에스케이씨하스디스플레이필름(유) | Glass scattering preventing film for thin-film display protection |
| CN103045129B (en) * | 2012-12-28 | 2015-07-22 | 宁波大榭开发区综研化学有限公司 | Acrylate adhesive, protective film tape employing same and preparation method of acrylate adhesive |
| KR20150140699A (en) * | 2013-04-08 | 2015-12-16 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | Solvent-free adhesive agent composition for optical applications and method for producing same, adhesive sheet for optical applications, image display device, output-input device, and method for producing adhesive agent layer |
| JP6358253B2 (en) * | 2013-07-23 | 2018-07-18 | コニカミノルタ株式会社 | Polarizing plate and VA liquid crystal display device |
| JP6641095B2 (en) * | 2015-03-31 | 2020-02-05 | アイカ工業株式会社 | Adhesive composition |
| CN114316807B (en) * | 2021-12-15 | 2023-06-02 | 武汉市科达云石护理材料有限公司 | Low-viscosity yellowing-resistant quick-setting stone surface adhesive and preparation method and application thereof |
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|---|---|---|---|---|
| JP3503188B2 (en) * | 1994-05-31 | 2004-03-02 | 三菱化学株式会社 | Adhesive composition |
| JPH09113724A (en) * | 1995-10-16 | 1997-05-02 | Sekisui Chem Co Ltd | Tacky adhesive type polarizing plate |
| JP3557429B2 (en) * | 1995-02-06 | 2004-08-25 | 綜研化学株式会社 | Pressure sensitive adhesive for liquid crystal element and liquid crystal element |
| JP3426411B2 (en) * | 1995-05-12 | 2003-07-14 | 日本合成化学工業株式会社 | Adhesive composition |
| JP2001240830A (en) * | 2000-02-28 | 2001-09-04 | Saiden Chemical Industry Co Ltd | Adhesive composition and surface protective film |
| JP4673957B2 (en) * | 2000-05-30 | 2011-04-20 | リンテック株式会社 | Adhesive composition, adhesive sheet using the same, and adhesive optical member |
| JP4072309B2 (en) * | 2000-10-13 | 2008-04-09 | 日本カーバイド工業株式会社 | Adhesive composition for polarizing film and polarizing film |
-
2002
- 2002-08-29 JP JP2002250458A patent/JP4753196B2/en not_active Expired - Lifetime
-
2003
- 2003-08-13 TW TW092122217A patent/TWI327589B/en not_active IP Right Cessation
- 2003-08-28 KR KR1020030059776A patent/KR20040030279A/en active Search and Examination
- 2003-08-29 CN CNB031577903A patent/CN1286935C/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1490371A (en) | 2004-04-21 |
| JP2004091499A (en) | 2004-03-25 |
| TWI327589B (en) | 2010-07-21 |
| JP4753196B2 (en) | 2011-08-24 |
| TW200406476A (en) | 2004-05-01 |
| KR20040030279A (en) | 2004-04-09 |
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