CN106459724A - Double-sided adhesive sheet for image display devices, and article - Google Patents
Double-sided adhesive sheet for image display devices, and article Download PDFInfo
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- CN106459724A CN106459724A CN201580030851.3A CN201580030851A CN106459724A CN 106459724 A CN106459724 A CN 106459724A CN 201580030851 A CN201580030851 A CN 201580030851A CN 106459724 A CN106459724 A CN 106459724A
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- Prior art keywords
- methyl
- acrylate
- image display
- sided adhesive
- adhesive sheet
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Classifications
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- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
-
- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09J175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- 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
Abstract
Provided is a double-sided adhesive sheet for image display devices, said adhesive sheet being readily producible and imparting minimal damage to optical base materials, enabling optical members such as display units having good curability and adhesiveness to be obtained, and enabling optical members (touch panels) having high adhesiveness and adhesive strength with respect to base materials to be obtained. Said adhesive sheet includes: a softener component (G), and a (meth)acrylate (K) comprising at least one compound selected from the group consisting of a urethane (meth)acrylate, a (meth)acrylate having a polyisoprene skeleton, and a (meth)acrylate having a butadiene skeleton.
Description
Technical field
The present invention relates to for showing the image that at least two optical element is fitted by ultraviolet hardening adhesive group
Compound, employ this image and show and employ this bonding with double-sided adhesive sheet and the manufacture of ultraviolet hardening adhesive compound
The method of the optical component of piece.
Background technology
In recent years, in display devices such as liquid crystal display, plasma scope, organic electroluminescent (EL) displays
On display screen sticking touch control panel thus allow for screen input display device extensively utilized.This contact panel has
There is following structure:It is formed with the glass plate of transparency electrode or resin-made membrane sky is opened small gap and fitted in opposite directions, as required
Laminating glass or resinous transparent protection plate in its touch surface.
Have the glass plate being formed with transparency electrode in contact panel or film and glass or resinous transparent guarantor
The laminating of the laminating of backplate or contact panel and display body unit uses the technology of double-sided adhesive sheet.For example, at patent literary composition
Offer in 1, as the transparent double face bonding sheet by the transparent protection plate of glass or plastics etc. and image display device laminating, it is proposed that
Make containing (methyl) acrylic acid derivative, (methyl) acrylic acid derivative polymer and multifunctional (methyl) acrylic acid derivative
The transparent double face bonding sheet of mixture solidification.
On the other hand, it is proposed that utilize ultraviolet hardening adhesive compound by transparent protection plate and image display device
The technology (patent document 2) of laminating.But, compared with the method using ultraviolet hardening adhesive compound, by using
Transparent double face bonding sheet, it is possible to increase production efficiency, therefore has the advantage that compared with ultraviolet hardening adhesive compound.Separately
On the one hand, with regard to curability composition, if not carrying out polymerization, then by conventional Conventional ultraviolet curing type adhesive group
In the case that compound makes transparent double face bonding sheet, it is difficult to be shaped to sheet, and be difficult to obtain desired solidification physical property.
Therefore, it is desirable to develop a kind of low-k and be able to ensure that the solidification physical property of adhesiveness and low-shrinkage etc
Transparent double face bonding sheet.
Prior art literature
Patent document
Patent document 1:Japanese Unexamined Patent Publication 2009-057550 publication
Patent document 2:Japanese Unexamined Patent Publication 2012-046658 publication
Content of the invention
Invent problem to be solved
It is an object of the invention to provide a kind of device used for image display double-sided adhesive sheet, it can obtain to optical element
The optical component such as the little and productivity ratio of infringement is good, the display body unit of curability and good adhesion, can obtain to base material
The optical component (contact panel etc.) that adhesivity is high, adhesive strength is high.
For solving the means of problem
The present inventor conducts in-depth research to solve above-mentioned problem, and result completes the present invention.That is, the present invention relates to
Following (1)~(15).
(1) a kind of device used for image display double-sided adhesive sheet, its contain selected from by carbamate (methyl) acrylate,
In the group of (methyl) acrylate with polyisoprene skeleton or (methyl) acrylate composition with butadiene skeletal
At least one (methyl) acrylate (K) and emollient ingredients (G).
(2) a kind of device used for image display double-sided adhesive sheet, its by by ultraviolet-curing resin composition at 80 DEG C
Drying carried out above and obtain, described ultraviolet-curing resin composition contains selected from by carbamate (methyl) acrylic acid
Ester, have polyisoprene skeleton (methyl) acrylate or have butadiene skeletal (methyl) acrylate composition group
In at least one (methyl) acrylate (K), emollient ingredients (G).
(3) the device used for image display double-sided adhesive sheet as described in (1) or (2), it is characterised in that above-mentioned (methyl) propylene
Acid esters is carbamate (methyl) acrylate, and above-mentioned carbamate (methyl) acrylate is to make following shown chemical combination
Thing (A), compound (B), compound (C) and compound (D) reaction obtained from urethanes (E).
Compound (A):Hydrogenated butadiene polymer polyol compound
Compound (B):Polyisocyanate compound
Compound (C):There is (methyl) acrylate compounds of at least more than one hydroxyl
Compound (D):Diol compound beyond compound (A)
(4) a kind of device used for image display double-sided adhesive sheet, it is characterised in that containing hydrogenated butadiene polymer polyol
The iodine number of thing (A) is the urethanes (E) described in (3) of less than 20.
(5) a kind of device used for image display double-sided adhesive sheet, it is characterised in that be containing polyisocyanate compound (B)
The urethanes (E) described in (3) or (4) of fat family diisocyanate cpd.
(6) a kind of device used for image display double-sided adhesive sheet, it is characterised in that contain and there is at least more than one hydroxyl
(3) that (methyl) acrylate compounds (C) is (methyl) acrylic acid 2-hydroxy methacrylate are to the polyurethane according to any one of (5)
Compound (E).
(7) a kind of device used for image display double-sided adhesive sheet, it is characterised in that diolation containing beyond compound (A)
Compound (D) is that (3) of PPG are to the urethanes (E) according to any one of (6).
(8) a kind of device used for image display double-sided adhesive sheet, it is characterised in that containing (1) to according to any one of (7)
Polymerizable compound (F) beyond urethanes (E) and (E).
(9) the device used for image display double-sided adhesive sheet as according to any one of (1)~(8), it is characterised in that contain
Any one or both in hydroxy polymer, terpenic series resin are as emollient ingredients (G).
(10) a kind of solidfied material, it is by the device used for image display double-sided adhesive sheet according to any one of (1)~(9)
Irradiate active energy beam and obtain.
(11) a kind of contact panel, it is characterised in that use the device used for image display according to any one of (1)~(9)
Double-sided adhesive sheet forms.
(12) a kind of device used for image display double-sided adhesive sheet, it contains selected from by carbamate (methyl) acrylic acid
Ester, have polyisoprene skeleton (methyl) acrylate or have butadiene skeletal (methyl) acrylate composition group
In at least one (methyl) acrylate (K) or emollient ingredients (G).
(13) a kind of device used for image display double-sided adhesive sheet, it contains selected from by carbamate (methyl) acrylic acid
Ester, have polyisoprene skeleton (methyl) acrylate or have butadiene skeletal (methyl) acrylate composition group
In at least one (methyl) acrylate (K), emollient ingredients (G) and solvent.
(14) manufacture method of a kind of image display device, utilizes according to any one of (1)~(9), (12)~(13)
Optical element is fitted via following operation 1~2 and is obtained image display device by device used for image display double-sided adhesive sheet,
The mould release film stripping in (operation 1) face by the device used for image display double-sided adhesive sheet with mould release film
From, and by operation at least one optical element for the device used for image display double-sided adhesive sheet configuration.
The demoulding in (operation 2) remaining face by the device used for image display double-sided adhesive sheet configuring in operation 1 is thin
Film is peeled off, and the operation of another optical element of fitting.
(15) manufacture method of a kind of image display device, utilizes according to any one of (1)~(9), (12)~(13)
Optical element is fitted via following operation 1~3 and is obtained image display device by device used for image display double-sided adhesive sheet,
The mould release film stripping in (operation 1) face by the device used for image display double-sided adhesive sheet with mould release film
From, and by operation at least one optical element for the device used for image display double-sided adhesive sheet configuration.
The demoulding in (operation 2) remaining face by the device used for image display double-sided adhesive sheet configuring in operation 1 is thin
Film is peeled off, and the operation of another optical element of fitting.
(operation 3) is double to the device used for image display in the optical element after laminating through the optical element with light shielding part
Face bonding sheet irradiation ultraviolet radiation and make the operation that this solidification nitride layer solidifies.
Invention effect
The excellent flexibility of the cured film of the device used for image display double-sided adhesive sheet of the present invention, moisture-proof, heat resistance, resistance to
Photosensitiveness is high, as image display device (particularly contact panel) double-sided adhesive sheet, can effectively prevent at contact panel etc.
Image display device produces unfavorable condition.
Detailed description of the invention
The device used for image display double-sided adhesive sheet of the present invention contains selected from by carbamate (methyl) acrylate, tool
In the group of (methyl) acrylate having polyisoprene skeleton or (methyl) acrylate composition with butadiene skeletal
At least one (methyl) acrylate (K) or emollient ingredients (G).It should be noted that contain above-mentioned (methyl) preferably simultaneously
Acrylate (K) and emollient ingredients (G).
The device used for image display double-sided adhesive sheet of the present invention uses selected from by carbamate (methyl) acrylate, tool
In the group that (methyl) acrylate having polyisoprene skeleton, (methyl) acrylate with polybutadiene skeleton form
Any one is as (methyl) acrylate (K).Preferably contain carbamate (methyl) acrylate or have poly-
In (methyl) acrylate of isoprene skeleton at least any one.Here, the preferred high score of (methyl) acrylate compounds
The oligomer of son amount or polymer.Here, polymer refers to the HMW body that (methyl) acryloyl group is remained, do not comprise
(methyl) acrylic polymer as HMW body obtained from the polymerization of (methyl) acrylic.
It should be noted that in this specification, " (methyl) acrylate " is in methacrylate and acrylate
Any one or both.It is also same for " (methyl) acrylic acid " etc..
Carbamate (methyl) propylene can being preferably used in the device used for image display double-sided adhesive sheet of the present invention
Acid esters is by having the hydroxy compounds of at least one (methyl) acryloxy and isocyanate compound (as optionally becoming
Point, further use polyalcohol) reaction obtained from (methyl) acrylate.
As the concrete example of the hydroxy compounds with at least one (methyl) acryloxy, can enumerate for example:(first
Base) acrylic acid 2-hydroxy methacrylate, (methyl) acrylic acid 2-hydroxy propyl ester, (methyl) acrylic acid 2-hydroxybutyl, (methyl) propylene
Acid 4-hydroxy methacrylate, cyclohexanedimethanol list (methyl) acrylate, polyethyleneglycol (methyl) acrylate, polypropylene glycol list
(methyl) acrylate, pentaerythrite three (methyl) acrylate, 2-hydroxyl-3-phenoxy propyl (methyl) acrylate etc. are each
Kind have (methyl) acrylate compounds of hydroxyl and above-mentioned (methyl) acrylate compounds with hydroxyl and ε-oneself
The open-loop products etc. of lactone.
As the concrete example of isocyanate compound, can enumerate for example:PPDI, isophthalic two isocyanic acid
Ester, paraxylene diisocyanate, m xylene diisocyanate, 2,4 toluene diisocyanate, 2,6-toluene diisocynate
The aromatic diisocyanate classes such as ester, 4,4 '-methyl diphenylene diisocyanate, naphthalene diisocyanate;Isophorone two isocyanide
Acid esters, hexamethylene diisocyanate, 4,4 '-dicyclohexyl methyl hydride diisocyanate, hydrogenated xylene diisocyanate, fall ice
The aliphatic such as piece alkene diisocyanate, LDI or the diisocyanates of alicyclic structure;More than one different
The biuret body of cyanate ester monomer or by many isocyanides such as isocyanates body obtained from above-mentioned diisocyanate cpd trimerizing
Acid esters;By above-mentioned isocyanate compound and the urethane of above-mentioned polyol compound react obtained from many isocyanides
Acid esters etc..
As long as it the known polyalcohol of polyalcohol that can use as optional member, is not particularly limited.As tool
Style, can enumerate for example:The polyethers such as polyethylene glycol, polytetramethylene glycol, polytetramethylene glycol, polypropylene glycol, polyethylene glycol are many
Unit's alcohols, polyethyleneglycol adipate, poly-BDA 1,4 butanediol adipate, the polyester polyols alcohols such as polycaprolactone, ethylene glycol, third
Glycol, cyclohexanedimethanol, polyisoprene glycol, the polybutadienes such as glycol, butanediol, pentanediol, hexylene glycol and neopentyl glycol
Enediol, hydrogenated bisphenol A, A Hydrogenated Bisphenol A F, the alcohol containing spirocyclic ring scaffold, Tricyclodecane Dimethanol and pentacyclopentadecane dimethanol etc.
Alicyclic alcohol and their alkylene oxide addition product, hydrogenated polyisoprene, branched or the straight chain such as glycol of hydrogenated butadiene polymer
The alkylene oxide addition product of the bis-phenols such as shape alkyl diols, bisphenol-A, Bisphenol F and bis-phenol, trimethylolpropane, double three hydroxyl first
The alkylene oxide addition product of the polyalcohols such as base propane, pentaerythrite and dipentaerythritol and these polyalcohols and pass through these
PEPA etc. obtained from the reaction of the polyacids such as polyalcohol and adipic acid.It is not particularly limited, in order to improve flexibility
And compatibility, in the solidfied material of the ultraviolet hardening adhesive compound of the present invention, particularly preferably use PPG
Class.
As the weight average molecular weight of above-mentioned carbamate (methyl) acrylate, preferably from about 5000~about the 100000th,
Even more preferably about 10000~about 80000.When weight average molecular weight is less than 5000, shrinking and increasing, weight average molecular weight is more than 100000
When, curability is deteriorated.
In the device used for image display double-sided adhesive sheet of the present invention, carbamate (methyl) acrylate can use one
Plant or use so that the mixing of arbitrary ratio is two or more.Carbamate (methyl) acrylate is for obtaining the present invention's
Part by weight in the ultraviolet hardening adhesive compound of device used for image display double-sided adhesive sheet is usually 20~80 weights
Amount %, preferably 30~70 weight %.
Above-mentioned (methyl) acrylate with polyisoprene skeleton has at end or the side chain of polyisoprene molecule
There is (methyl) acryloyl group.(methyl) acrylate with polyisoprene skeleton can be with " UC-203 " (Kuraray company
System) mode obtain.Have polyisoprene skeleton (methyl) acrylate by the number-average molecular weight of polystyrene conversion
It is preferably 1000~50000, even more preferably about 25000~about 45000.
(methyl) acrylate with polyisoprene skeleton is double at the device used for image display for obtaining the present invention
Part by weight in the light-cured type transparent adhesive composition of face bonding sheet is usually 20~80 weight %, is preferably 30~70
Weight %.
Above-mentioned (methyl) acrylate with polybutadiene skeleton has (first at end or the side chain of polybutadiene molecule
Base) acryloyl group.(methyl) acrylate with polybutadiene skeleton can be with " TEAI-1000 (Cao Da company of Japan
System) ", " TE-2000 (Japan Cao Da company system) ", " EMA-3000 (Cao Da company of Japan system) ", " (Osaka is organic for SPBDA-S30
Chemical industrial company's system) " mode obtain.Have polybutadiene skeleton (methyl) acrylate by polystyrene conversion
Number-average molecular weight is preferably 1000~30000, even more preferably about 1000~about 10000.
(methyl) acrylate with polybutadiene skeleton is two-sided at the device used for image display for obtaining the present invention
Part by weight in the light-cured type transparent adhesive composition of bonding sheet is usually 10~80 weight %, is preferably 20~70 weights
Amount %.
The urethanes (E) that can particularly preferably use in the present invention is characterised by, makes hydrogenated butadiene polymer many
Diol compound (D) beyond first alcohol (A), compound (A) and polyisocyanate compound (B) first carry out reacting (hereinafter referred to as
First reaction), then make the isocyanates of (methyl) acrylate compounds (C) and the residual with at least more than one hydroxyl
Base reaction (the hereinafter referred to as second reaction).Obtained by the weight average molecular weight of urethanes (E) be preferably 5000~
100000th, more preferably 10000~80000, particularly preferably 30000~70000.As R value, preferably 1.1~2.0, more
It is preferably 1.1~1.5.
As the hydrogenated butadiene polymer polyalcohol (A) using in first reaction of the present invention, as long as the polybutadiene of routine
The hydrogenating reduction product of alkene polyalcohol can be to use, and particularly in optical applications, preferably remains the few poly-fourth of hydrogenation of double bond
Diene polyol, as iodine number, particularly preferably less than 20.
Hydroxyl value is preferably less than 400, more preferably less than 300.Lower limit is not particularly limited, and for example, more than 0.1.
In addition, with regard to the molecular weight of (A), the hydrogenated butadiene polymer polyalcohol being capable of the conventional molecular weight distribution obtaining all can use,
Particularly in the case of obtaining the balance of flexibility and curability, particularly preferred weight average molecular weight is 500~3000.The opposing party
Face, with regard to the molecular weight of (A), the hydrogenated butadiene polymer polyalcohol being capable of the conventional molecular weight distribution obtaining all can use, special
Not being in the case of obtaining the balance of flexibility and curability, preferred number average molecular weight is 500~5000, is particularly preferably
500~3000.
As commercially available hydrogenated butadiene polymer polyalcohol (A), can enumerate for example:Tso Tat Co., Ltd., Japan's system:GI-
1000th, GI-2000, GI-3000, CRAY VALLEY KRASOL HLBP-H the 1000th, HLBP-H2000, HLBP-H 3000
Deng.It should be noted that the hydrogenated butadiene polymer polyalcohol containing alkali salt can be preferably used.
As the concrete example of the diol compound (D) beyond the compound (A) using in first reaction of the present invention, permissible
Enumerate for example:The polyether polyols alcohols such as polyethylene glycol, polytetramethylene glycol, polytetramethylene glycol, polypropylene glycol, polyethylene glycol, poly-
Polyester polyols alcohols, ethylene glycol, propane diols, the fourths two such as glycol adipate, poly-BDA 1,4 butanediol adipate, polycaprolactone
Glycol, cyclohexanedimethanol, polyisoprene glycol, polybutadiene diol, the hydrogen such as alcohol, pentanediol, hexylene glycol and neopentyl glycol
Change bisphenol-A, A Hydrogenated Bisphenol A F, containing alicyclic alcohol such as the alcohol of spirocyclic ring scaffold, Tricyclodecane Dimethanol and pentacyclopentadecane dimethanol and
Their alkylene oxide addition product, hydrogenated polyisoprene, branched or the straight-chain chain alkyl such as glycol of hydrogenated butadiene polymer
The alkylene oxide addition product of the bis-phenols such as glycol, bisphenol-A, Bisphenol F and bis-phenol, trimethylolpropane, double trimethylolpropane, season penta
The alkylene oxide addition product of the polyalcohol such as tetrol and dipentaerythritol and these polyalcohols and by these polyalcohols with oneself two
PEPA etc. obtained from the reaction of the polyacids such as acid.It is not particularly limited, in order to improve flexibility and compatibility, at this
In the solidfied material of the ultraviolet hardening adhesive compound of invention, particularly preferably use polyether polyols alcohols.
In addition, with regard to the molecular weight of the diol compound (D) beyond compound (A), can divide the conventional molecular weight obtaining
The diol compound of cloth all can use, and particularly in the case of obtaining the balance of flexibility and curability, preferably number is divided equally
Son amount is 50~6000, particularly preferably 100~4000.
Here, in obtained urethanes (E), be combined with the glycol beyond compound (A) dispersedly
The structure of compound (D) (PPG such as particularly preferred polyethylene glycol), from combining polyethylene glycol backbone and hydrogenation equably
From the viewpoint of the compatibility of polybutadiene skeleton, thus raising and monomer, the number-average molecular weight of polyethylene glycol is more preferably
Less than 2000, particularly preferably less than 500.
In addition, in urethanes (E), diolation beyond hydrogenated butadiene polymer polyalcohol (A) with compound (A)
From the point of view of the total mole number of compound (D) (PPG such as particularly preferred polyethylene glycol), preferably incorporate the change of 5~10 moles of %
Diol compound (D) (PPG such as particularly preferred polyethylene glycol) beyond compound (A).
Hydroxyl value is preferably less than 400, more preferably less than 300.Lower limit is not particularly limited, and for example, more than 5.
Polyethylene glycol with regard to the example of the polyether polyols alcohols can being preferably used in the first reaction as the present invention
Concrete example, the polyethylene glycol of conventional commercial all can use, for example can use Japan Oil Co PEG#200T,
PEG#200、PEG#300、PEG#400、PEG#600、PEG#1000、PEG#1500、PEG#1540、PEG#200、PEG#4000、
PEG#4000P, PEG#6000, PEG#6000P, PEG#11000, PEG#20000 etc. or the polyurethane of their moisture control product
Level product etc..In order to suppress the thickening causing due to the increase of molecular weight, as amount of moisture, preferably less than 2%, excellent especially
Elect less than 1% as.
Here, in the present application, by the diol compound beyond hydrogenated butadiene polymer polyalcohol (A) and compound (A)
(D) when PPGs such as () particularly preferred polyethylene glycol is used for reacting, beyond hydrogenated butadiene polymer (A) and compound (A)
The usage rate of diol compound (D) (PPG such as particularly preferred polyethylene glycol) is not particularly limited, (A) composition:(D)
Composition is preferably 9.999 with molar ratio computing:0.001~1:9th, more preferably 9.999:0.001~3:7th, particularly preferably
9.999:0.001~4:6.
In addition, with regard to the number-average molecular weight of the hydrogenated butadiene polymer polyalcohol (A) using in the present invention, preferred compositions uses
Number-average molecular weight be more than used compound (A) beyond diol compound (the D) (polyether polyols such as particularly preferred polyethylene glycol
Alcohol) hydrogenated butadiene polymer polyalcohol, more preferably hydrogenated butadiene polymer polyalcohol (A) have beyond compound (A) diolation
The number-average molecular weight of the number-average molecular weight+500 of compound (D) (PPG such as particularly preferred polyethylene glycol), particularly preferred hydrogen
(polyethers such as particularly preferred polyethylene glycol is many to change the diol compound (D) beyond polybutadiene polyol (A) has compound (A)
Unit's alcohol) the number-average molecular weight of number-average molecular weight+1000.
The polyisocyanate compound (B) using in first reaction is to contain two or more NCO in a molecule
Compound, can enumerate for example:Fat family diisocyanate cpd, fragrance family diisocyanate cpd, they
Tripolymer etc..Fat family diisocyanate cpd said here refers to, NCO is bonded with chain carbon atoms
Obtained from diisocyanate cpd and NCO and two isocyanic acids obtained from the carbon atom bonding of cyclic saturated hydrocarbon
Ester compounds, fragrance family diisocyanate cpd refers to, obtained from the carbon atom bonding of NCO and aromatic rings
Isocyanate compound.
As fat family diisocyanate cpd, can enumerate for example:1,6-hexamethylene diisocyanate, different Buddhist
That ketone diisocyanate, HTDI, hydrogenation of benzene dimethylene diisocyanate, hydrogenated diphenyl methane two are different
Cyanate, hexamethylene-1,3-diisocyanate, hexamethylene-1,4-diisocyanate, dicyclohexyl methyl hydride-4,4 '-two isocyanic acid
Ester, a tetramethylxylene diisocyanate, to tetramethylxylene diisocyanate, 1,4-tetramethylene diisocyanate,
1,12-ten dimethylene diisocyanate, 2,2,4-trimethyl-cyclohexane diisocyanate, 2,4,4-trimethyl-cyclohexane two are different
Cyanate, 2,2,4-trimethyl hexamethylene diisocyanate, 2,4,4-trimethyl hexamethylene diisocyanate, lysine two
Isocyanates, norbornene alkyl diisocyanate etc..
As fragrance family diisocyanate cpd, can enumerate for example:Toluene di-isocyanate(TDI), phenylenedimethylidyne two
Isocyanates, methyl diphenylene diisocyanate, 1,5-naphthalene diisocyanate, dimethyl diphenyl diisocyanate, isophthalic two are different
The diisocyanate monomer classes etc. such as cyanate, PPDI, m-benzene diisocyanate.
Wherein, in order to make the moisture-proof of film, heat resistance good, preferred fat family diisocyanate cpd and this fat
The tripolymer of fat family diisocyanate cpd.As the tripolymer of fat family diisocyanate cpd, can enumerate
For example:The isocyanurate type polyisocyanates etc. of above-mentioned fat family isocyanates system, specifically, can enumerate:Six is sub-
Methyl diisocyanate, IPDI etc..They can each be used alone or make as a mixture
With.
In the present invention, equivalent relation (B/ (A+D) > 1 to make NCO remain after reacting for first reaction:[NCO]/
[OH] mol ratio) feed intake.When rate of charge increases, unreacted polyisocyanate compound (B) more exists, sometimes
Bring impact to the flexibility of ultraviolet hardening adhesive compound.During in addition, rate of charge reduces, molecular weight increases, sometimes
Impact can be brought to the curability of ultraviolet hardening adhesive compound.Specifically, preferably with respect to polyisocyanic acid esterification
The NCO base 1.0mol of compound (B), the OH base making alcoholic compound (A+D) is 0.1~0.9mol.
In the present invention, the first reaction can be carried out under solvent-free, but in order to improve the viscosity of product, improve workability,
Preferably do not have in the solvent of alcoholic extract hydroxyl group or polymerizable compound described later (F) is being carried out.As the concrete example of solvent, permissible
Aromatic hydrocarbon at the ketones such as acetone, MEK, methyl iso-butyl ketone (MIBK), cyclohexanone, benzene,toluene,xylene, durol etc.,
Glycol dimethyl ether, ethylene glycol diethyl ether, dimethyl ether, dipropylene glycol diethyl ether, TRIGLYME, three second two
The glycol ethers such as diethylene glycol diethyl ether, ethyl acetate, butyl acetate, methylcellosolve acetate, ethyl cellosolve acetate, butyl are molten
Fine agent acetic acid esters, carbitol acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether
The cyclic esters such as esters, gamma-butyrolacton such as acetic acid esters, dialkyl glutarate, dialkyl succinate, hexanedioic acid dialkyl ester
Single or the mixed organic solvents of the petroleum solvents etc. such as class, petroleum ether, naphtha, hydrogenated naphtha, solvent naphtha enters
OK.
Reaction temperature is usually 30~150 DEG C, is preferably the scope of 50~100 DEG C.The terminal of reaction passes through isocyanates
The minimizing of amount confirms.In addition, for the reaction time shortening them, catalyst can be added.As this catalyst, can make
By any one in base catalyst and acidic catalyst.As the example of base catalyst, can enumerate:Pyridine, pyrroles, three
The phosphine classes such as the amines such as ethamine, diethylamine, dibutyl amine, ammonia, tributylphosphine, triphenylphosphine.In addition, as the example of acidic catalyst
Son, can enumerate:Copper naphthenate, cobalt naphthenate, zinc naphthenate, aluminium butoxide, tetraisopropoxy titanium, tetrabutyl zirconate, chlorine
Change the lewis acid catalysts such as aluminium, tin octoate, trilauryl tin octylate, dibutyl tin laurate, octyltin diacetate.These
The addition of catalyst leads to relative to total weight parts 100 weight portion of diol compound (A+D) and polyisocyanate compound (B)
It is often 0.1~1 weight portion.
The urethanes (E) of the present invention can be by making have at least more than one hydroxyl after the first reaction
(methyl) acrylate compounds (C) continues to react (the second reaction) with the NCO of residual and obtain.
(methyl) acrylate compounds (C) with at least more than one hydroxyl using in second reaction is at one point
It is at least respectively provided with a hydroxyl and the compound of (methyl) acrylate in Zi, specifically, can enumerate:(methyl)
Acrylic acid 2-hydroxy methacrylate, propane diols list (methyl) acrylate, butanediol list (methyl) acrylate, pentanediol list (methyl)
Acrylate, hexylene glycol list (methyl) acrylate, diethylene glycol list (methyl) acrylate, DPG list (methyl) propylene
Acid esters, triethylene glycol list (methyl) acrylate, tripropylene glycol list (methyl) acrylate, TEG list (methyl) acrylic acid
Ester, polyethyleneglycol (methyl) acrylate, polypropylene glycol list (methyl) acrylate, neopentyl glycol single (methyl) acrylic acid
The binary such as ester, ethoxylation neopentyl glycol single (methyl) acrylate, 3-hydroxypivalic acid neopentyl glycol single (methyl) acrylate
List (methyl) acrylate of alcohol;
Trimethylolpropane list (methyl) acrylate, ethoxylated trimethylolpropane list (methyl) acrylate, third
Epoxide trimethylolpropane list (methyl) acrylate, three (2-hydroxyethyl) isocyanuric acid ester list (methyl) acrylate,
Glycerine list (methyl) acrylate, trimethylolpropane two (methyl) acrylate, ethoxylated trimethylolpropane two (first
Base) acrylate, propoxylation trimethylolpropane two (methyl) acrylate, three (2-hydroxyethyl) isocyanuric acid ester two
The mono acrylic ester of the trihydroxylic alcohols such as (methyl) acrylate, glycerine two (methyl) acrylate and two (methyl) acrylate, general
Single (methyl) acrylate and two (methyl) propylene obtained from the part alkyl of the hydroxyl of these alcohol, 6-caprolactone are modified
Acid esters;
Pentaerythrite list (methyl) acrylate, dipentaerythritol list (methyl) acrylate, double trimethylolpropane list
(methyl) acrylate, pentaerythrite two (methyl) acrylate, dipentaerythritol two (methyl) acrylate, double trihydroxy methyl
Propane two (methyl) acrylate, pentaerythrite three (methyl) acrylate, dipentaerythritol three (methyl) acrylate, double three
Hydroxymethyl-propane three (methyl) acrylate, dipentaerythritol four (methyl) acrylate, double trimethylolpropane four (methyl)
More than the quaternarys such as acrylate, dipentaerythritol six (methyl) acrylate, double trimethylolpropane six (methyl) acrylate
Alcohol multifunctional (methyl) acrylate and have hydroxyl compound, by the part alkyl of the hydroxyl of these alcohol, ε-
Multifunctional (methyl) acrylate etc. with hydroxyl of caprolactone modification.
From the aspect of curability and excellent flexibility, above-mentioned (methyl) acrylic acid with at least more than one hydroxyl
In ester compounds (C), particularly preferred (methyl) acrylic acid 2-hydroxy methacrylate.From the easy aspect of workability, in the present invention
In, polymerizable compound described later (F) can be added when reaction.
The equivalent relation that the NCO of the intermediate to obtain after the first reaction for second reaction of the present invention disappears enters
Row feeds intake.Specifically, the NCO base 1.0mol preferably with respect to the intermediate obtaining after the first reaction, makes have at least one
The OH base of (methyl) acrylate compounds (C) of above hydroxyl is 1.0~3.0mol, more preferably 1.0~2.0mol.
Second reaction also can be carried out under solvent-free, in order to improve the viscosity of product, improve workability, preferably above-mentioned
Solvent in and/or polymerizable compound described later (F) in carry out.In addition, reaction temperature is usually 30~150 DEG C, is preferably
The scope of 50~100 DEG C.The terminal of reaction is confirmed by the minimizing of amount of isocyanate.In order to shorten their reaction time,
Above-mentioned catalyst can be added.
As the acrylate compounds of raw material has generally been added with the polymerization inhibitors such as 4-metoxyphenol, but can be
Again add polymerization inhibitor during reaction.As the example of such polymerization inhibitor, can enumerate:Quinhydrones, 4-metoxyphenol, 2,4-bis-
Methyl-6-tert-butylphenol, 2,6-di-t-butyl-4-cresols, 3-hydroxythiophenol, 1,4-benzoquinone, 2,5-dihydroxy 1,4-benzoquinone, fen
Thiazine etc..Its consumption is 0.01~1 weight % relative to reacting material mixture.
The device used for image display double-sided adhesive sheet of the present invention uses emollient ingredients (G).Soft as can use
The concrete example of agent composition, can enumerate:Polymer or oligomer, phthalate, phosphoric acid ester, diol-lipid, lemon
Lemon esters of gallic acid, aliphatic dibasic acid ester, fatty acid ester, epoxy plasticizer, castor-oil plant oils, terpenic series hydrogenated resin, terpene
Alkene system resin, the compound etc. with structure represented by following formula (1).
[changing 1]
(in formula, n represents the integer of 0~40, and m represents the integer of 10~50.R1And R2Each can be the same or different.
R1And R2For the alkyl of carbon number 1~18, the thiazolinyl of carbon number 1~18, the alkynyl of carbon number 1~18, carbon number 5
The aryl of~18)
As the example of above-mentioned oligomer, polymer, can illustrate:Have polyisoprene skeleton, polybutadiene skeleton,
The oligomer of polybutene skeleton or dimethylbenzene skeleton or polymer and carboxylate thereof, be according to circumstances preferably used and have polybutadiene
The polymer of skeleton or oligomer and carboxylate thereof.As the polymer with polybutadiene skeleton or oligomer and carboxylate thereof
Concrete example, can enumerate:Dienite, epoxide modified polybutadiene, butadiene-styrene random copolymer, Malaysia
Acid modified polybutadiene and the liquid polybutadiene of terminal hydroxyl modification.In addition, these emollient ingredients also can be used together two kinds
Above mentioned component uses.
As device used for image display double-sided adhesive sheet, retention tab shape while guaranteeing that adhesiveness, lower shrinkage are forthright
Aspect set out, emollient ingredients for curable type is preferably used under normal temperature (25 DEG C).Fusing point is more preferably used to be more than 80 DEG C
Curable type emollient ingredients, the curable type emollient ingredients particularly preferably using fusing point to be more than 100 DEG C.As concrete example, Ke Yilie
Lift aromatic modified terpene resin etc..Here, two or more curable type emollient ingredients also can be used in mixed way.
This emollient ingredients is in the ultraviolet hardening adhesive group for obtaining device used for image display double-sided adhesive sheet
Part by weight in compound is usually 10~80 weight %, is preferably 10~70 weight %.
As the ultraviolet-curing resin composition of the device used for image display double-sided adhesive sheet for obtaining the present invention,
Generally contain organic solvent together with above-mentioned (methyl) acrylate (K), emollient ingredients (G).
It as the organic solvent that can use, is not particularly limited, can enumerate for example:The alcohol such as methyl alcohol, ethanol, isopropanol
Class;Dimethyl sulfone, dimethyl sulfoxide (DMSO), oxolane, dioxane, toluene, dimethylbenzene etc..
The device used for image display double-sided adhesive sheet of the present invention can be containing (methyl) acrylate monomer as optional one-tenth
Point.
As above-mentioned (methyl) acrylate monomer, it may be preferred to use and there is (methyl) acryloyl group in the molecule
(methyl) acrylate.
Here, (methyl) acrylate monomer refers to except above-mentioned carbamate (methyl) acrylate, following epoxy
(methyl) acrylate beyond (methyl) acrylate and above-mentioned (methyl) acrylate with polyisoprene skeleton.
As (methyl) acrylate in the molecule with (methyl) acryloyl group, specifically, can enumerate:
(methyl) Isooctyl acrylate monomer, (methyl) isoamyl acrylate, (methyl) lauryl acrylate, (methyl) isodecyl acrylate,
(methyl) stearyl acrylate ester, (methyl) aliphatic acrylate, the different myristyl ester of (methyl) acrylic acid, (methyl) propylene
(methyl) acrylic acid carbon number 5~20 Arrcostabs such as acid tridecyl ester are (from the viewpoint of volatility and dissolubility, preferably
(methyl) acrylic acid carbon number 10~20 Arrcostab, (methyl) acrylic acid carbon number 10~20 alkane more preferably with side chain
Base ester), (methyl) benzyl acrylate, (methyl) tetrahydrofurfuryl acrylate, acryloyl morpholine, (methyl) phenylethyl shrink
Glyceride, tristane (methyl) acrylate, acrylic acid dihydro dicyclopentadiene base ester, (methyl) acrylic acid dihydro dimerization
Cyclopentadienyl group epoxide ethyl ester, (methyl) isobornyl acrylate, (methyl) acrylic acid tetrahydrochysene dicyclopentadiene base ester, propylene
Acid 1-adamantane esters, acrylic acid 2-methyl-2-adamantane esters, acrylic acid 2-ethyl-2-adamantane esters, methacrylic acid
1-adamantane esters, (methyl) nonylphenol acrylate phenyl ester of polypropylene oxide, (methyl) acrylic acid dicyclopentadiene base
Epoxide ethyl ester etc. has (methyl) acrylate of cyclic skeleton, (methyl) acrylic acid 2-hydroxy propyl ester, (methyl) acrylic acid 4-
Hydroxybutyl etc. have (methyl) acrylic acid carbon number 1~5 Arrcostab of hydroxyl, ethoxydiglycol (methyl) acrylic acid
Ester, polypropylene glycol (methyl) acrylate, the PAG such as (methyl) nonylphenol acrylate phenyl ester of polypropylene oxide
(methyl) acrylate, ethylene-oxide-modified phenoxylation phosphoric acid (methyl) acrylate, ethylene-oxide-modified butoxy
Change phosphoric acid (methyl) acrylate and ethylene-oxide-modified octyloxy phosphoric acid (methyl) acrylate etc..Wherein, preferred (first
Base) acrylic acid carbon number 10~20 Arrcostab, 2-ethylhexyl carbitol acrylate, acryloyl morpholine, (methyl) third
Olefin(e) acid 4-hydroxybutyl, (methyl) tetrahydrofurfuryl acrylate, the different stearyl ester of (methyl) acrylic acid, (methyl) acrylic acid dihydro dimerization
Cyclopentadienyl group epoxide ethyl ester, (methyl) nonylphenol acrylate phenyl ester of polypropylene oxide, from the viewpoint of the flexibility of resin
Set out, particularly preferred (methyl) acrylic acid carbon number 10~20 Arrcostab, (methyl) acrylic acid dihydro dicyclopentadiene base
Epoxide ethyl ester, (methyl) nonylphenol acrylate phenyl ester of polypropylene oxide, (methyl) tetrahydrofurfuryl acrylate.
On the other hand, from the viewpoint of improving the adhesiveness to glass, preferably there is (methyl) acrylic acid carbon of hydroxyl
Atomicity 1~5 Arrcostab, acryloyl morpholine, particularly preferred acryloyl morpholine.
Here, (methyl) acrylate monomer represents except carbamate (methyl) acrylate, epoxy (methyl) third
Olefin(e) acid ester, there is (methyl) acrylate beyond (methyl) acrylate of polyisoprene skeleton.
In the present compositions, can contain in the range of not damaging the characteristic of the present invention there is one (methyl)
(methyl) acrylate beyond (methyl) acrylate of acryloyl group.Can enumerate for example:Tricyclodecane Dimethanol two (first
Base) acrylate, dioxane glycol two (methyl) acrylate, polypropylene glycol two (methyl) acrylate, polybutadiene
Alcohol two (methyl) acrylate, alkylene oxide modified bisphenol A type two (methyl) acrylate, caprolactone modification 3-hydroxypivalic acid new penta
Glycol two (methyl) acrylate and ethylene-oxide-modified di(2-ethylhexyl)phosphate (methyl) acrylate, trimethylolpropane tris (methyl) third
Trihydroxy methyl C2~C10 alkane three (methyl) acrylate, three hydroxyls such as olefin(e) acid ester, trihydroxy methyl octane three (methyl) acrylate
Methylpropane polyethoxy three (methyl) acrylate, the poly-propoxyl group of trimethylolpropane three (methyl) acrylate, three hydroxyl first
Trihydroxy methyl C2~poly-the alkoxyl of C10 alkane three (methyl) third such as the poly-propoxyl group of base propane polyethoxy three (methyl) acrylate
Olefin(e) acid ester, three [(methyl) acryloyl-oxyethyl] isocyanuric acid ester, pentaerythrite three (methyl) acrylate, oxirane change
The property epoxy such as trimethylolpropane tris (methyl) acrylate, epoxy pronane modification trimethylolpropane tris (methyl) acrylate
Modified trimethylolpropane tris (methyl) acrylate of alkane, pentaerythrite polyethoxy four (methyl) acrylate, pentaerythrite
Poly-propoxyl group four (methyl) acrylate, pentaerythrite four (methyl) acrylate, double trimethylolpropane four (methyl) propylene
Acid esters, dipentaerythritol four (methyl) acrylate, dipentaerythritol five (methyl) acrylate, dipentaerythritol six (methyl)
Acrylate etc..
In the present invention, and with in the case of, in order to suppress cure shrinkage, simple function or dual functional is preferably used
(methyl) acrylate.
In above-mentioned ultraviolet hardening adhesive compound, these (methyl) acrylate monomer compositions can use one
Plant or use so that the mixing of arbitrary ratio is two or more.(methyl) acrylate monomer is at the light-cured type transparent adhesive tape of the present invention
Part by weight in adhesive composition is usually 5~70 weight %, is preferably 10~50 weight %.During less than 5 weight %, solidification
Property be deteriorated, more than 70 weight % when, shrink increase.
Contain (i) carbamate (methyl) acrylate or have poly-in this ultraviolet hardening adhesive compound
At least any one and (ii) (methyl) both acrylate monomers in (methyl) acrylate of isoprene skeleton
In mode, (i) and (ii) total content of both relative to the total amount of this resin combination be usually 25~90 weight %, 40~
90 weight %, more preferably 40~80 weight %.
In the device used for image display double-sided adhesive sheet of the present invention, can make in the range of not damaging the characteristic of the present invention
With epoxy (methyl) acrylate.Epoxy (methyl) acrylate has hardness, the solidification improving curability and raising solidfied material
The function of speed.Epoxy (methyl) acrylate is the epoxy resin making the epoxy radicals more than containing mono-functional and (methyl) third
The general name of (methyl) acrylate obtained from olefine acid reaction.With the epoxy radicals 1 relative to diglycidyl ether type epoxy compound
The ratio reaction that equivalent makes (methyl) acrylic acid be 0.9~1.5 mole, more preferably 0.95~1.1 mole.Reaction temperature is preferred
Be 80 DEG C~120 DEG C, the reaction time be about 10 hours~about 35 hours.In order to promote reaction, be preferably used such as triphenylphosphine,
The catalyst such as TAP, triethanolamine, etamon chloride.In addition, in Fan Ying, in order to prevent polymerization, it is possible to use for example to first
Epoxide phenol, methylnaphthohydroquinone etc. are as polymerization inhibitor.Tool as the epoxy resin of the raw material becoming epoxy (methyl) acrylate
Style, can enumerate:The benzene such as quinhydrones diglycidyl ether, diglycidyl ether catechol, resorcinolformaldehyde resin
Base diglycidyl ether;Double (the 4-hydroxyl of bisphenol-A-type epoxy resin, bisphenol-Ftype epoxy resin, bis-phenol-S type epoxy resin, 2,2-
Base phenyl) the biphenol type epoxy compound such as epoxide of-1,1,1,3,3,3-HFC-236fa;A Hydrogenated Bisphenol A-A type asphalt mixtures modified by epoxy resin
Fat, A Hydrogenated Bisphenol A-F type epoxy resin, A Hydrogenated Bisphenol A-S type epoxy resin, double (the 4-hydroxy phenyl)-1,1,1,3 of hydrogenation 2,2-,
The A Hydrogenated Bisphenol A type epoxides such as the epoxide of 3,3-HFC-236fa;Brominated bisphenol-A type epoxy resin, brominated bisphenol-
The halogenated bisphenols type epoxides such as F type epoxy resin;The ester ring types two such as cyclohexanedimethanodiglycidyl diglycidyl ether compound contract
Water glycerin ether compound;1,6 hexanediol diglycidylether, 1,4-butanediol diglycidyl ether, diethylene glycol diglycidyl are sweet
The aliphatic diglycidylether compounds such as oil ether;The polysulfide type 2-glycidyl etherificates such as polysulfide diglycidyl ether
Compound;Phenol novolak type epoxy resin, cresol novolak type epoxy resin, trihydroxy benzene methylmethane type epoxy resin,
Dicyclopentadiene phenol type epoxy resin, united phenol-type epoxy resin, bisphenol-A phenolic resin varnish type epoxy resin, skeleton containing naphthalene
Epoxy resin, hetero ring type epoxy resin etc..
As epoxy (methyl) acrylate can being preferably used in the present invention, for by bisphenol A type epoxy compound
Bisphenol type epoxy (methyl) acrylate obtaining.As the weight average molecular weight of epoxy (methyl) acrylate, preferably 500
~10000.
Part by weight in the ultraviolet hardening adhesive compound of the present invention for epoxy (methyl) acrylate is usual
It is 1~80 weight %, be preferably 5~30 weight %.
As in the ultraviolet curable resin composition for the device used for image display double-sided adhesive sheet obtaining the present invention
The content ratio of (methyl) acrylate, be 25~90 weights relative to the total amount of ultraviolet hardening adhesive compound
Amount %, preferably 40~90 weight %, more preferably 40~80 weight %.
In above-mentioned ultraviolet hardening adhesive compound, preferably comprise selected from by above-mentioned carbamate (methyl) third
The group of olefin(e) acid ester, above-mentioned (methyl) acrylate with polyisoprene skeleton and above-mentioned (methyl) acrylate monomer composition
In at least one as (methyl) acrylate, it is further preferred that the containing of above-mentioned carbamate (methyl) acrylate
Ratio is 20~80 weight %, is preferably 30~70 weight %, above-mentioned (methyl) acrylate with polyisoprene skeleton
Content ratio be 20~80 weight %, be preferably 30~70 weight %, the content ratio of above-mentioned (methyl) acrylate monomer
It is 5~70 weight %, be preferably 10~50 weight %.
In above-mentioned ultraviolet hardening adhesive compound, it is further preferred that, containing above-mentioned carbamate (first
Base) acrylate or there is (methyl) acrylate of polyisoprene skeleton as (methyl) acrylate, its content ratio
It is 20~80 weight %, is preferably 30~70 weight %, and contain (methyl) acrylate monomer, its content ratio is 5~
70 weight %, preferably 10~50 weight %.
In addition, contain dimaleoyl imino as can be used together in the device used for image display double-sided adhesive sheet of the present invention
Compound, can enumerate for example:N-normal-butyl maleimide, N-hexyl maleimide, 2-maleimidoethyl-ethyl
Carbonic ester, 2-maleimidoethyl-propyl carbonate, N-ethyl-(2-maleimidoethyl) carbamate etc.
Monofunctional aliphatic's maleimide;The ester ring type simple function maleimides such as N-N-cyclohexylmaleimide;N, N-six
Di-2-ethylhexylphosphine oxide maleimide, polypropylene glycol-bis-(3-dimaleoyl imino propyl group) ether, double (2-maleimidoethyl) carbon
The aliphatic bismaleimide amines such as acid esters;Double (the N-of 1,4-dimaleimide butylcyclohexane, isophorone double carbamate
Ethyl maleimide) etc. ester ring type BMI;Maleimide guanidine-acetic acid and polytetramethylene glycol are carried out being esterified and obtains
The maleimide compound that arrives, by the esterification of maleimidocaproic acid and the tetraoxane addition product of pentaerythrite
Obtained from carboxyl maleimide derivatives and various (polynary) alcohol are esterified by the maleimide compounds obtaining etc.
(gathering) ester (gathering) maleimide compound etc., but it is not limited to these.As content ratio, gluing relative to ultraviolet hardening
The total amount of agent composition is 25~90 weight %, is preferably 40~90 weight %, is more preferably 40~80 weight %.
As (methyl) acrylamide compound that can be used together in the device used for image display double-sided adhesive sheet of the present invention,
Can enumerate for example:Mono-functional's (methyl) acrylic amides such as acryloyl morpholine, N-isopropyl (methyl) acrylamide;Sub-
Multifunctional (methyl) acrylic amides etc. such as double (methyl) acrylamides of methyl.As content ratio, relative to being used for obtaining figure
As the total amount of the ultraviolet hardening adhesive compound of display device double-sided adhesive sheet is 25~90 weight %, is preferably 40
~90 weight %, more preferably 40~80 weight %.
As Photoepolymerizationinitiater initiater contained in the device used for image display double-sided adhesive sheet of the present invention, do not limit especially
Fixed, acylphosphine oxide compound is preferably used.Can enumerate for example:2,4,6-trimethyl benzoyl diphenyl base phosphine oxide, 2,
4,6-trimethylbenzoyl phenyl ethyoxyl phosphine oxide, double (2,4,6-trimethylbenzoyl)-phenyl phosphine oxide, double (2,
6-Dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide.Ultraviolet curing resin after to coating irradiates purple
Outside line and obtaining has and is present in the cured portion of optical element side and is present in the solid of the side contrary with optical element side
When changing the solidification nitride layer of part, from the viewpoint of the transparency of the formation easiness of uncured portion and resin cured matter layer,
Particularly preferred 2,4,6-trimethyl benzoyl diphenyl base phosphine oxide.
As other Photoepolymerizationinitiater initiaters, can enumerate:1-hydroxycyclohexyl phenyl ketone (Irgacure 184;BASF
System), 2-hydroxy-2-methyl-[4-(1-methyl ethylene) phenyl] propyl alcohol oligomer (ESACURE ONE;Ning Baidi company system),
1-[4-(2-hydroxyl-oxethyl)-phenyl]-2-hydroxy-2-methyl-1-propane-1-ketone (Irgacure 2959;BASF system), 2-
Hydroxyl-1-{4-[4-(2-hydroxy-2-methyl propiono)-benzyl]-phenyl }-2-methylpropane-1-ketone (Irgacure 127;
BASF system), 2,2-dimethoxy-2-phenyl acetophenone (Irgacure 651;BASF system), 2-hydroxy-2-methyl-1-phenyl third
Alkane-1-ketone (Darocur 1173;BASF system), 2-methyl isophthalic acid-[4-(methyl mercapto) phenyl]-2-morpholinopropane-1-ketone
(Irgacure 907;BASF system), oxo phenylacetic acid 2-[2-oxo-2-phenylacetyl epoxide ethyoxyl] ethyl ester and oxo benzene second
Mixture (the Irgacure 754 of acid 2-[2-hydroxyl-oxethyl] ethyl ester;BASF system), 2-benzyl-2-dimethylamino-1-(4-
Morpholino phenyl)-butane-1-ketone, CTX, 2,4-dimethyl thioxanthone, 2,4-diisopropylthioxanthone, isopropyl thiophene
Ton ketone, alpha-alcohol ketone based polymer etc..
Wherein, in the device used for image display double-sided adhesive sheet of the present invention, also can when applying heat to obtain piece
The aspect of suppression volatilization is set out, and alpha-alcohol ketone based polymer (ESACURE company system, KIP150) is preferably used.
In the device used for image display double-sided adhesive sheet of the present invention, these Photoepolymerizationinitiater initiaters can use one or to appoint
The ratio mixing of meaning is two or more to be used.Photoepolymerizationinitiater initiater is at the device used for image display double-sided adhesive for obtaining the present invention
Close the part by weight in the photocurable resin composition of piece to be usually 0.2~5 weight %, be preferably 0.3~3 weight %.Many
When 5 weight %, the consolidating of uncured portion obtaining having cured portion and be present in the side contrary with optical element side
During compound layer, it is possible to the transparency variation of uncured portion or resin cured matter layer cannot be formed.
Further, it is possible to the tertiary amine such as triethanolamine, methyl diethanolamine, N, N-dimethyl amino benzoate, N,
The accelerator etc. such as benzoic acid derivative such as N-dimethylaminobenzoic acid isopentyl ester are applied in combination.Interpolation as these accelerator
Amount, is added as needed on relative to the amount that Photoepolymerizationinitiater initiater is below 100 weight %.
In addition to above-mentioned (methyl) acrylate and above-mentioned Photoepolymerizationinitiater initiater, the device used for image display of the present invention is double
Face bonding sheet can cause auxiliary agent, additive described later etc. as other compositions containing following photopolymerization.These other become split-phase
Content ratio for the total amount of the ultraviolet hardening adhesive compound of the present invention is to deduct above-mentioned (first from this total amount
Base) acrylate and above-mentioned Photoepolymerizationinitiater initiater total amount after surplus.Specifically, in terms of the total amount of this other compositions,
Ultraviolet hardening adhesive compound total relative to the device used for image display double-sided adhesive sheet for obtaining the present invention
Amount is about 0 weight %~about 74 weight %, is preferably from about 5 weight %~about 70 weight %.
Further, the amine etc. of auxiliary agent can also will can be caused to be used in combination with above-mentioned Photoepolymerizationinitiater initiater as photopolymerization.Make
For spendable amine etc., can enumerate:Benzoic acid 2-dimethylamino ethyl ester, dimethylamino benzoylformaldoxime, to dimethylamino
Yl benzoic acid ethyl ester or ESCAROL 507 isopentyl ester etc..In the situation using the photopolymerization such as this amine to cause auxiliary agent
Under, it is usually for the content in the gluing resin combination of the device used for image display double-sided adhesive sheet obtaining the present invention
0.005~5 weight %, preferably 0.01~3 weight %.
In the device used for image display double-sided adhesive sheet of the present invention, antioxidant, You Jirong can be added as needed on
Agent, silane coupler, polymerization inhibitor, levelling agent, antistatic agent, surface lubricant, fluorescent whitening agent, light stabilizer (for example, are obstructed
Amines etc.), the additive such as filler.
As the concrete example of antioxidant, can enumerate for example:Double (the just pungent sulfenyl)-6-(4-hydroxyl-3,5-of BHT, 2,4-
Di-tert-butyl amido)-1,3,5-triazine, pentaerythrite four [3-(3,5-di-tert-butyl-hydroxy phenyl) propionic ester], 2,2-
Double [3-(the 3-tert-butyl group-5-the first of thiodiethylene double [3-(3,5-di-tert-butyl-hydroxy phenyl) propionic ester], triethylene glycol
Base-4-hydroxy phenyl) propionic ester], 1,6-HD double [3-(the 3-tert-butyl group-5-methyl-4-hydroxy phenyl) propionic ester], 3-
(3,5-di-tert-butyl-hydroxy phenyl) propionic acid stearyl, N, the double (3,5-di-t-butyl-4-hydroxyl hydrogen of N-hexa-methylene
Change cinnamamide), 1,3,5-trimethyl-2,4,6-three (3,5-di-tert-butyl-4-hydroxyl benzyl) benzene, three (3,5-di-t-butyl-
4-hydroxybenzyl) isocyanuric acid ester, octylated diphenylamine, 2,4-double [(pungent sulfenyl) methyl] orthoresol, 3-(the tertiary fourth of 3,5-bis-
Base-4-hydroxy phenyl) the different monooctyl ester of propionic acid, dibutyl hydroxy toluene etc..
As the concrete example of organic solvent, can enumerate for example:The alcohols such as methyl alcohol, ethanol, isopropanol;Dimethyl sulfone, diformazan
Base sulfoxide, oxolane, dioxane, toluene, dimethylbenzene etc..
As the concrete example of silane coupler, can enumerate for example:3-glycidoxypropyltrime,hoxysilane, 3-ring
Oxygen propoxypropyl methyl dimethoxysilane, 3-glycidoxypropyl dimethoxysilane, 2-(3,4-epoxy hexamethylene
Base) ethyl trimethoxy silane, N-(2-amino-ethyl) 3-amino propyl methyl dimethoxysilane, γ-mercaptopropyi front three
TMOS, N-(2-amino-ethyl)-3-amino propyl methyl trimethoxy silane, APTES, 3-
Mercaptopropyi trimethoxy silane, vinyltrimethoxy silane, N-(2-(vinyl-benzylamino) ethyl) 3-aminopropyl
Trimethoxy silane hydrochloride, 3-methacryloxypropyl trimethoxy silane, 3-chloropropylmethyldimethoxysilane,
The silane coupling agents such as 3-r-chloropropyl trimethoxyl silane;Isopropyl (N-ethylaminoethyl amino) titanate esters, isopropyl three
Isostearoyl base titanate esters, two (dioctylphyrophosphoric acid ester) fluoroacetic acid titanium, tetra isopropyl two (dioctyl phosphito ester) titanate esters,
The titanium class coupling agents such as new alkoxyl three (to N-(beta-aminoethyl) aminophenyl) titanate esters;Acetylacetone,2,4-pentanedione zirconium, methacrylic acid
Zirconium, propionic acid zirconium, new alkoxy zirconium ester, the new trineodecanoyl zirconate of new alkoxyl three, new alkoxyl three (dodecane acyl group) benzene sulphur
Acyl group zirconate, new alkoxyl three (ethylene amino-ethyl) zirconate, new alkoxyl three (m-aminophenyl base) zirconate, carbon
Zirconium class coupling agent or the aluminium class coupling agents etc. such as acid zirconium ammonium, aluminium acetylacetonate, aluminium methacrylate, propionic acid aluminium.
As the concrete example of polymerization inhibitor, can enumerate:P methoxy phenol, methylnaphthohydroquinone etc..
As the concrete example of light stabilizer, can enumerate for example:1,2,2,6,6-pentamethyl-4-piperidine alcohols, 2,2,6,6-
Tetramethyl-4-piperidine alcohols, (methyl) acrylic acid 1,2,2,6,6-pentamethyl-4-piperidyl ester (Ai Dike Co., Ltd. system, LA-
82), 1,2,3,4-ethylene-dimalonic acid four (1,2,2,6,6-pentamethyl-4-piperidyl) ester, 1,2,3,4-ethylene-dimalonic acid four (2,
2,6,6-tetramethyl-4-piperidyl) ester, 1,2,3,4-ethylene-dimalonic acid and 1,2,2,6,6-pentamethyl-4-piperidine alcohols and 3,9-
Double (2-hydroxyl-1,1-dimethyl ethyl) undecanoic mixed ester compound of-2,4,8,10-four oxaspiro [5.5], decanedioic acid two
(2,2,6,6-tetramethyl-4-piperidyl) sebacate, carbonic acid two (1-hendecane epoxide-2,2,6,6-tetramethyl piperidine-4-
Base) ester, methacrylic acid 2,2,6,6-tetramethyl-4-piperidyl ester, decanedioic acid two (2,2,6,6-tetramethyl-4-piperidyl)
Ester, decanedioic acid two (1,2,2,6,6-pentamethyl-4-piperidyl) ester, 4 benzoyloxy 2,2,6,6 tetramethyl piperidine, 1-
[2-[3-(3,5-di-tert-butyl-hydroxy phenyl) propionyloxy] ethyl]-4-[3-(3,5-di-tert-butyl-hydroxy phenyl)
Propionyloxy]-2,2,6,6-tetramethyl piperidine, methacrylic acid 1,2,2,6,6-pentamethyl-4-piperidyl ester, [[3,5-is double
(1,1-dimethyl ethyl)-4-hydroxy phenyl] methyl] butylmalonic acid two (1,2,2,6,6-pentamethyl-4-piperidyl) ester, the last of the ten Heavenly stems
Diacid two (2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidyl) ester, 1,1-dimethyl ethyl hydrogen peroxide are anti-with octane
Answer product, N, N ', N " N " '-four (double (butyl-(N-methyl-2,2,6,6-tetramethyl piperidine-4-base) amino)-triazine of 4,6--
2-yl)-4,7-diaza decane-1,10-diamines, dibutyl amine 1,3,5-triazine N, N '-bis-(2,2,6,6-tetramethyl-4-
Piperidyl)-1,6-hexamethylene diamine and N-(2,2,6,6-tetramethyl-4-piperidyl) butylamine condensation polymer, poly-[[6-(1,1,
3,3-tetramethyl butyl) amino-1,3,5-triazine-2,4-diyl] [(2,2,6,6-tetramethyl-4-piperidyl) imino group] six Asia
Methyl [(2,2,6,6-tetramethyl-4-piperidyl) imino group]], dimethyl succinate and 4-hydroxyl-2,2,6,6-tetramethyl-1-
The polymer of piperidine ethanol, 2,2,4,4-tetramethyl-20-(β-lauryl epoxide carbonyl) ethyl-7-oxa--3,20-diaza
Two spiral shells [5.1.11.2] heneicosane-21-ketone, Beta-alanine, N-(2,2,6,6-tetramethyl-4-piperidyl)-dodecyl ester/
Myristyl ester, N-acetyl group-3-dodecyl-1-(2,2,6,6-tetramethyl-4-piperidyl) pyrrolidine-2,5-dione, 2,
2,4,4-tetramethyl-7-oxa--3,20-diaza two spiral shell [5.1.11.2] heneicosane-21-ketone, 2,2,4,4-tetramethyl-
21-oxa--3,20-diazabicylo-[5.1.11.2]-heneicosane-20-propionic acid dodecyl ester/myristyl ester, the third two
Acid [(4-methoxyphenyl) methylene] double (1,2,2,6,6-pentamethyl-4-piperidyl) ester, 2,2,6,6-tetramethyl-4-piperidines
The high-grade aliphatic ester of alcohol, 1,3-benzenedicarboxamide, N, N '-hindered amines, Austria such as bis-(2,2,6,6-tetramethyl-4-piperidyls)
Benzophenone compound, 2-(2H-BTA-2-base)-4-(1,1,3,3-tetramethyl butyl) phenol, the 2-such as his benzophenone
(2-hydroxy-5-methyl base phenyl) BTA, 2-[2-hydroxyl-3-(3,4,5,6-tetrahydric phthalimide ylmethyl)-5-
Aminomethyl phenyl] BTA, 2-(the 3-tert-butyl group-2-hydroxy-5-methyl base phenyl)-5-chlorobenzotriazole, 2-(2-hydroxyl-3,5-
Di-tert-pentyl-phenyl) BTA, 3-(3-(2H-BTA-2-base)-5-tert-butyl-hydroxy phenyl) methyl propionate with
The benzotriazole chemical combination such as the product of polyethylene glycol, 2-(2H-BTA-2-base)-6-dodecyl-4-methylphenol
The benzoates such as thing, 2,4-di-tert-butyl-phenyl-3,5-di-tert-butyl-4-hydroxybenzoic acid ester, 2-(4,6-diphenyl-1,
3,5-triazine-2-bases) compound in triazine class etc., particularly preferably hindered amine compound such as-5-[(hexyl) epoxide] phenol.
As the concrete example of filler, can enumerate for example:Crystalline silica, fused silica, aluminum oxide, zirconium
Stone, calcium silicates, calcium carbonate, carborundum, silicon nitride, boron nitride, zirconium oxide, forsterite, steatite, spinelle, titanium dioxide,
The powder of talcum etc. or by pearl obtained from their nodularizations etc..
In the case of there is various additive in the composition, various additives are being used for obtaining device used for image display pair
Part by weight in the light-cured type transparent adhesive composition of face bonding sheet is 0.01~3 weight %, is preferably 0.01~1 weight
Amount %, more preferably 0.02~0.5 weight %.
Ultraviolet hardening adhesive compound for obtaining the device used for image display double-sided adhesive sheet of the present invention can
To be obtained by above-mentioned each composition is carried out mixed dissolution in normal temperature~80 DEG C, it is also possible to operate as desired by filtration etc.
Remove field trash.When considering coating, the match ratio of the preferably suitable modifying ingredients of the gluing resin combination of the present invention makes
The viscosity of 25 DEG C is the scope of 300~15000mPa s.
Then, to the piece obtaining device used for image display double-sided adhesive sheet from above-mentioned ultraviolet hardening adhesive compound
Preparation method illustrate.
Ultraviolet hardening adhesive compound containing above-mentioned (methyl) acrylate (K), emollient ingredients (G) is usual
Contain above-mentioned organic solvent further.Further, by above-mentioned ultraviolet hardening adhesive compound being coated on base material (generally
For mould release film) on reach certain thickness and be dried, mould release film of then fitting, can obtain with the demoulding thin
Two-sided of the device used for image display of film.
As long as it the condition needed for the evaporation of condition solvent being dried, is just not particularly limited, for example, can use at 50 DEG C
~300 DEG C (being for example, 50~150 DEG C in the case of using mould release film) carry out several minutes~several tens minutes (for example, about 1
Minute~about 60 minutes) be dried condition.So obtained becomes the form that there is not solvent or only exist a small amount of solvent.?
This, residual solvent amount is preferably below 5000ppm, more preferably below 1000ppm, particularly preferably below 100ppm.
In addition, the species of mould release film is also not particularly limited, for example, can use PET film.
So obtained device used for image display double-sided adhesive sheet forms following composition:(methyl) acrylate in composition
Do not carry out crosslinking and polymerization, (methyl) acryloyl group former state residual and be laminated.
It is the optics with light shielding part that the device used for image display double-sided adhesive sheet of the present invention is preferred at least one
At least two optical element laminating of base material manufactures the purposes of contact panel.
The cure shrinkage of the solidfied material of the device used for image display double-sided adhesive sheet of the present invention is preferably less than 3.0%,
Particularly preferably less than 2.0%.Thus, during the solidification of ultraviolet hardening adhesive compound, can reduce in resin cured matter
The internal stress of accumulation, can effectively prevent at base material and the layer of the solidfied material comprising ultraviolet hardening adhesive compound
Interface produces strain.
In addition, in the case that the base materials such as glass are thin, when cure shrinkage is big, warpage during solidification increases, therefore to aobvious
Show that performance brings big harmful effect, therefore, from this viewpoint, it is also preferred that cure shrinkage is less.
Then, excellent to the manufacturing process of the optical component of the device used for image display double-sided adhesive sheet employing the present invention
Manufacture is selected to illustrate.
In the manufacture method of the optical component of the present invention, preferably by following (operation 1)~(operation 3) by least two light
Learn base material laminating.It should be noted that judge to be able to ensure that the situation of sufficient adhesive strength in the stage of (operation 2)
Under, it is convenient to omit (operation 3).
The mould release film stripping in (operation 1) face by the device used for image display double-sided adhesive sheet with mould release film
From, and by operation at least one optical element for the device used for image display double-sided adhesive sheet configuration.
The demoulding in (operation 2) remaining face by the device used for image display double-sided adhesive sheet configuring in operation 1 is thin
Film is peeled off, and the operation of another optical element of fitting.
(operation 3) is double to the device used for image display in the optical element after laminating through the optical element with light shielding part
Face bonding sheet irradiation ultraviolet radiation and make the operation that this solidification nitride layer solidifies.
Below as a example by liquid crystal display with the laminating of the transparency carrier with light shielding part, to via operation 1~operation 3
The detailed description of the invention of manufacture method of optical component of the present invention illustrate.
(manufacture of image display device)
The method is by fitting and obtaining the method for optical component liquid crystal display and transparency carrier.
Liquid crystal display refers to possess partially on the component after being formed with between a pair substrate of electrode inclosure liquid crystal material
Vibration plate, driving circuit, signal input line cable, the liquid crystal display of back light unit.
Transparency carrier is glass plate, polymethyl methacrylate (PMMA) plate, Merlon (PC) plate, ester ring type polyolefin
The transparency carrier of polymer (COP) plate, acrylic resin, PET etc..For transparency carrier, can
To implement dura mater process, antireflection process to single or double.
Here, transparency carrier can be preferably used on the surface of transparency carrier light shielding part transparent with black frame-shaped
Substrate, light shielding part is formed by Continuous pressing device for stereo-pattern or coating or printing coatings etc..It should be noted that the present invention also can answer
For not having the transparency carrier of light shielding part, but in the explanation of following embodiment, with there is light shielding part situation for tool
Style illustrates.In the case that not there is light shielding part, if " having the transparency carrier of light shielding part " is replaced with " transparent base
Plate ", then can directly regard the example of the situation without light shielding part as.
(operation 1)
First, from the double-sided adhesive sheet with two-sided mould release film, peel off the mould release film in a face, then will bonding
Face configuration liquid crystal display display surface or have light shielding part transparency carrier the face defining light shielding part surface on.
Resin cured matter layer after the thickness of regulation device used for image display double-sided adhesive sheet makes laminating is 50~500 μ
M, preferably 50~350 μm, more preferably 100~350 μm.
(operation 2)
Then, the mould release film of remaining device used for image display double-sided adhesive sheet is peeled off, then in the way of in opposite directions
Liquid crystal display is fitted with the transparency carrier with light shielding part.Laminating can be entered with under any one in vacuum in an atmosphere
OK.
Here, in order to produce bubble when preventing from fitting, preferably fit in a vacuum.
Laminating can be carried out by pressurization, compacting etc..
(operation 3)
Then, to optical component obtained from transparency carrier and liquid crystal display are fitted from having the transparent of light shielding part
Substrate-side irradiation ultraviolet radiation, so that the solidification of device used for image display double-sided adhesive sheet.
Ultraviolet irradiation amount is preferably from about 100~4000mJ/cm in terms of accumulated light2, particularly preferably be about 200~about
3000mJ/cm2.With regard to the light source using when being irradiated solidify by ultraviolet~near ultraviolet light, as long as irradiate purple
Then no matter light source is how for the lamp of outward~near ultraviolet light.Can enumerate for example:Low pressure mercury lamp, high-pressure sodium lamp or ultra high pressure mercury
Lamp, metal halide lamp, (pulse) xenon lamp or electrodeless lamp etc..
So, it is possible to obtain optical component.
Transmissivity under the 400nm~800nm of the solidfied material of the device used for image display double-sided adhesive sheet of the present invention is preferred
It is more than 90%.This is because:In the case that transmissivity is less than 90%, light is difficult to pass through, when for display device, visual
Reduce.
In addition, during the transmissivity height of the 400nm~450nm of solidfied material, the raising of visuality can be expected further, because of
This, the transmissivity under 400nm~450nm is preferably more than 90%.
The device used for image display double-sided adhesive sheet of the present invention can be suitable as adhesive, and this adhesive is for by multiple
Optical element is fitted thus is manufactured optical component.
As the optical element using in the manufacture method at the optical component of the present invention, can enumerate:Transparent panel, piece,
Contact panel and display body unit etc..
In the present invention, " optical element " refers to not have the optical element of light shielding part on surface and has shading on surface
Both optical elements in portion.In the manufacture of the optical component of the present invention, in the multiple optical elements preferably being used extremely
A few optical element being to have light shielding part.
The position of the light shielding part in the above-mentioned optical element with light shielding part is not particularly limited.As preferred mode,
The periphery that can be set forth in this optical element forms width, the preferably from about 0.05mm~about 10mm with 0.05mm~20mm
Width, the situation of light shielding part of banding of width of even more preferably about 0.1mm~about 6mm.Light shielding part on optical element can
To be formed by Continuous pressing device for stereo-pattern, coating or printing coatings etc..
Material as the optical element using in the present invention, it is possible to use various materials.Specifically, can enumerate:
The resins such as the compound of PET, PC, PMMA, PC and PMMA, glass, COC, COP, plastics (acrylic resin etc.).As this
The optical element of bright middle use, such as transparent panel or piece, it is possible to use obtained from the films such as multiple polarization plates or piece are laminated
Piece or transparent panel;The piece not being laminated or transparent panel;And transparent panel (unorganic glass plate and the processing thereof being made up of unorganic glass
Product, such as lens, prism, ito glass) etc..In addition, the optical element using in the present invention beyond above-mentioned polarization plates etc. and also
Including contact panel (contact panel input pickup) or following display unit etc. comprise the duplexer of multiple feature board or piece
(hereinafter also referred to as " functional layer stack ").
As the piece that can act as the optical element using in the present invention, can enumerate:Icon sheet, cosmetic sheet, protection
Piece.As the plate (transparent panel) that can use in the manufacture method of the optical component of the present invention, decorative panel, protection can be enumerated
Plate.As the material of these pieces or plate, the material that the material as transparent panel is enumerated can be applied.
As the material on the contact panel surface that can act as the optical element using in the present invention, can enumerate:Glass
The compound of glass, PET, PC, PMMA, PC and PMMA, COC, COP.
The thickness of the optical element of the tabular such as transparent panel or piece or sheet is not particularly limited, typically about 5 μm~about
5cm, the thickness being preferably from about 10 μm~about 10mm, even more preferably about 50 μm~about 3mm.
As the preferred contact panel using in the present invention, can enumerate and will there is the saturating of the tabular of light shielding part or sheet
Bright optical element is consolidated with the contact panel ultraviolet hardening adhesive compound of the above-mentioned functions duplexer present invention
Optical component obtained from compound laminating.
In addition, as an optical element and use optical function material by using the display units such as liquid crystal indicator
Material, as another optical element, can manufacture display body unit (the hereinafter also referred to display surface with optical functional materials
Plate).As above-mentioned display unit, can enumerate for example:Be pasted with LCD, EL display of polarization plates on glass, EL shines
The display devices such as bright, Electronic Paper, plasma scope.In addition, as optical functional materials, can enumerate:Acrylic compounds tree
The transparent plastic sheets such as fat plate, PC plate, PET sheet, PEN plate;Strengthening glass, contact panel input pickup.
When the adhesive material as laminating optical element uses, in order to improve visuality, the refractive index of solidfied material is
When 1.45~1.55, the visuality of display image improves, therefore preferably further.
When in the range of this refractive index, the specific refractivity with the base material using as optical element can be reduced, from
And the diffusing reflection of light can be suppressed to make light loss reduce.
The optics comprising display body unit with the optical element with light shielding part being obtained by the manufacture method of the present invention
Component can be assembled in the such as electronic equipments such as television set, small game machine, mobile phone, PC.
The excellent flexibility of the device used for image display double-sided adhesive sheet of the present invention, moisture-proof, heat resistance, light resistance are high,
Air gap filler etc. in display devices such as liquid crystal indicator, organic EL display, touching control panel image display devices
Purposes is useful.
Embodiment
Further illustrate the present invention by the following examples, but the invention is not restricted to following embodiment.
(synthesis example 1)
To possessing reflux condenser, mixer, thermometer, thermostatic reactor put into as the poly-fourth of hydrogenation
Tso Tat Co., Ltd., Japan's GI-2000 (iodine number of cyclohexadienediol compound:12.2, hydroxyl value:46.8mg·KOH/g)
545.99g (0.23mol), Asahi Glass Co., Ltd EXCENOL3020 (polypropylene glycol, hydroxyl value as diol compound:
35.9mg KOH/g) 7.19g (0.0023mol), toluene 208g, it is stirred until homogeneous, make internal temperature be 50 DEG C.Then, add
As the IPDI 61.35g (0.28mol) of polyisocyanate compound, it is made to react to reaching at 80 DEG C
Till target NCO content.Then, add the 4-metoxyphenol 0.37g as polymerization inhibitor, be stirred until homogeneous, add as tool
There is Osaka Organic Chemical Industry Co., Ltd. acrylic acid 2-of (methyl) acrylate compounds of at least more than one hydroxyl
Hydroxy methacrylate 11.00g (0.095mol), the tin octoate 0.20g as urethane catalysts, make it anti-at 80 DEG C
Should, as the terminal of reaction when NCO content is reached less than 0.1%, obtain urethanes (E-1).Obtained poly-ammonia
The weight average molecular weight of ester compounds is 66700.
(synthesis example 2)
To possessing reflux condenser, mixer, thermometer, thermostatic reactor put into as the poly-fourth of hydrogenation
Tso Tat Co., Ltd., Japan's GI-2000 (iodine number of cyclohexadienediol compound:12.2, hydroxyl value:46.8mg·KOH/g)
522.50g (0.22mol), Asahi Glass Co., Ltd EXCENOL3020 (polypropylene glycol, hydroxyl value as diol compound:
35.9mg KOH/g) 6.88g (0.0022mol), toluene 73.4g, it is stirred until homogeneous, make internal temperature be 50 DEG C.Then, add
Add the IPDI 88.9g (0.40mol) as polyisocyanate compound, make it react to reaching at 80 DEG C
Till target NCO content.Then, add the 4-metoxyphenol 0.37g as polymerization inhibitor, be stirred until homogeneous, add as tool
There is Osaka Organic Chemical Industry Co., Ltd. acrylic acid 2-of (methyl) acrylate compounds of at least more than one hydroxyl
Hydroxy methacrylate 41.80g (0.36mol), the tin octoate 0.20g as urethane catalysts, make it anti-at 80 DEG C
Should, as the terminal of reaction when NCO content is reached less than 0.1%, obtain urethanes (E-2).Obtained poly-ammonia
The weight average molecular weight of ester compounds is 15000.
(embodiment 1)
By the E-1 (urethanes) 109 parts of synthesis example 1, YASUHARA CHEMICAL Co., Ltd. system
ClearonTO-125 (aromatic modified terpene resin) 18 parts, ESACURE KIP150 (alpha-alcohol ketone based polymer) 5 parts, first
40 parts of mixed dissolutions of benzene, obtain resin combination.Utilize knife type coater at the PET film (thickness processing through silicon system releasing agent
50 μm) demoulding process face on resin combination obtained by even spread so that the thickness of dried resin composition layer
Being 100 μm, making it be dried 3 minutes at 120 DEG C, after being dried, fit on resin composition layer the PET processing through silicon system releasing agent
The demoulding of film processes face, obtains (constituting of the present invention:The demoulding processes PET/ resin composition layer/demoulding and processes PET) resin
Composition piece.
(embodiment 2)
By the E-1 (urethanes) 100 parts of synthesis example 1, Japan Oil Co's BLEMMER LA (lauryl
Ester) 2 parts, YASUHARA CHEMICAL Co., Ltd. ClearonM-105 (aromatic modified hydrogenated terpene resin) 18 part, days
This Cao Da Co., Ltd. GI-2000 (1,2-hydrogenated polybutadiene diol) 5 parts, LAMBSON SpeedcureTPO (2,4,6-
Trimethyl benzoyl diphenyl base phosphine oxide) 0.4 part, ESACURE KIP150 (alpha-alcohol ketone based polymer) 2 parts, toluene 42
Part mixed dissolution, obtains resin combination.
Obtained resin combination is coated similarly to Example 1, is dried, obtain resin composition sheet.
(embodiment 3)
By the E-1 (urethanes) 100 parts of synthesis example 1, Japan Oil Co's BLEMMER LA (lauryl
Ester) 2 parts, YASUHARA CHEMICAL Co., Ltd. ClearonM-105 (aromatic modified hydrogenated terpene resin) 18 parts, JX
Kuang stone Energy KK's system (polybutene) 5 parts, LAMBSON SpeedcureTPO (2,4,6-trimethylbenzoyl
Diphenyl phosphine oxide) 0.4 part, ESACURE KIP150 (alpha-alcohol ketone based polymer) 2 parts, 42 parts of mixed dissolutions of toluene, obtain
Resin combination.
Obtained resin combination is coated similarly to Example 1, is dried, obtain resin composition sheet.
(embodiment 4)
E-2 (urethanes) 28 part, day oil by the E-1 (urethanes) 67 parts of synthesis example 1, synthesis example 2
2 parts of Co., Ltd. BLEMMER LA (lauryl acrylate), YASUHARA CHEMICAL Co., Ltd. ClearonM-105
(aromatic modified hydrogenated terpene resin) 18 parts, Tso Tat Co., Ltd., Japan GI-2000 (1,2-hydrogenated polybutadiene diol) 5
Part, LAMBSON SpeedcureTPO (2,4,6-trimethyl benzoyl diphenyl base phosphine oxide) 0.4 part, ESACURE system
KIP150 (alpha-alcohol ketone based polymer) 2 parts, 47 parts of mixed dissolutions of toluene, obtain resin combination.
Obtained resin combination is coated similarly to Example 1, is dried, obtain resin composition sheet.
Embodiment 1~4 is shown in table 1 and carries out following evaluation.
[table 1]
(detecting refractive index)
Use high-pressure sodium lamp (120W/cm, ozone free) to process the resin composition sheet to the present invention for the PET through the demoulding to irradiate
Accumulated light 3000mJ/cm2Ultraviolet, make resin composition layer solidify.
The refractive index (20 DEG C) of the resin bed after utilizing RX-7000CX (Co., Ltd.'s ATAGO system) to measure solidification.
(modulus of shearing mensuration)
Use high-pressure sodium lamp (120W/cm, ozone free) to process the resin composition sheet to the present invention for the PET through the demoulding to irradiate
Accumulated light 3000mJ/cm2Ultraviolet, make resin composition layer solidify.
The modulus of shearing (30 DEG C) of the resin bed after utilizing ARES (TA Instruments) to measure solidification.
(transmissivity mensuration)
The demoulding of the resin composition sheet of the present invention is processed PET peel off, and be fitted on the glass plate of thickness 1mm, from
And produce and (constitute:1mm glass plate/resin composition layer/1mm glass plate) test film.
High-pressure sodium lamp (120W/cm, ozone free) is used to irradiate accumulated light through glass to made test film
3000mJ/cm2Ultraviolet, make resin composition layer solidify.
Resin solidity test piece obtained by utilizing spectrophotometer UV-3600 (Shimadzu Scisakusho Ltd's system) to measure
Transmissivity.As a result, the transmissivity of 380nm~780nm is more than 95%.
(mist degree mensuration)
The demoulding of the resin composition sheet of the present invention is processed PET peel off, and be fitted on the glass plate of thickness 1mm, system
Make and (constituting:1mm glass plate/resin composition layer/1mm glass plate) test film.
High-pressure sodium lamp (120W/cm, ozone free) is used to irradiate accumulated light through glass to made test film
3000mJ/cm2Ultraviolet, make resin composition layer solidify.
The haze value of the resin solidity test piece obtained by utilizing haze meter TC-HIIIDPK (Tokyo electricity look system) to measure.Its
Result is, haze value is less than 0.5, is transparent.
(adhesion test)
The unilateral demoulding of the resin composition sheet of the present invention is processed PET peel off, and the COP film (Japan with 100 μm
ZEON Co., Ltd. system) laminating, cut into the wide strip of 25mm.Taking off of the opposite side of the film of the strip that cutting is obtained
Mould processes PET and peels off half, and laminating on a glass, uses high-pressure sodium lamp (120W/cm, ozone free) to irradiate from glass plate side tired
Long-pending light quantity 3000mJ/cm2Ultraviolet, make resin composition layer solidify.Utilize EZ-Test (Shimadzu Scisakusho Ltd's system)
Carry out adhesion test (180 ° of strippings, peeling rate 300mm/ minutes) to obtained resin solidity test piece.
(durability)
The demoulding of the resin composition sheet of the present invention is processed PET peel off, be fitted on the glass plate of thickness 1mm, make
Go out and (constitute 1:1mm glass plate/resin composition layer/1mm glass plate) (constitute 2:1mm glass plate/resin composition layer/polarization
Film/acrylic acid series adhesive layer/1mm glass plate) test film.
High-pressure sodium lamp (120W/cm, ozone free) is used to irradiate accumulated light through glass to made test film
3000mJ/cm2Ultraviolet, make resin composition layer solidify.
Resin solidity test piece obtained by using, carry out 100 hours 85 DEG C of heat resistant tests, 60 DEG C of 90%RH wet-heat resistings
Test.Its result, the resin cured matter test film after terminating endurancing by visual observation is confirmed, not from glass
Plate and polarizing coating are peeled off.
According to the above results, the transmissivity of the device used for image display double-sided adhesive sheet confirming the present invention is high, haze value
Low, adhesiveness, heat resistance, humidity resistance are excellent.
The present invention is described in detail with reference to specific mode, but it is obvious to the skilled person that
Can make various changes and modifications without departing from the spirit and scope of the present invention.
It should be noted that the application based on the Japanese patent application (2014-120621) proposing on June 11st, 2014 and
The Japanese patent application (2015-112948) that on June 3rd, 2015 proposes, quotes entire contents by quoting.In addition,
What this quoted is incorporated in this specification all referring to overall form.
Industrial applicibility
The transparency height of the device used for image display double-sided adhesive sheet of the present invention, adhesion, excellent durability, therefore conduct
Optical applications component is useful.Additionally, the resin composition sheet of the present invention is as the glue by transparent display body baseplate-laminating
Stick is useful.
Claims (15)
1. a device used for image display double-sided adhesive sheet, its contain selected from by carbamate (methyl) acrylate, have
In the group of (methyl) acrylate of polyisoprene skeleton or (methyl) acrylate composition with butadiene skeletal extremely
Few a kind of (methyl) acrylate (K) and emollient ingredients (G).
2. a device used for image display double-sided adhesive sheet, it is obtained by being dried ultraviolet-curing resin composition
Arrive, described ultraviolet-curing resin composition contain selected from by carbamate (methyl) acrylate, there is poly-isoamyl two
At least one (first in the group of (methyl) acrylate of alkene skeleton or (methyl) acrylate composition with butadiene skeletal
Base) acrylate (K), emollient ingredients (G).
3. device used for image display double-sided adhesive sheet as claimed in claim 1 or 2, it is characterised in that described (methyl) propylene
Acid esters is carbamate (methyl) acrylate, and described carbamate (methyl) acrylate is to make following shown chemical combination
Thing (A), compound (B), compound (C) and compound (D) reaction obtained from urethanes (E),
Compound (A):Hydrogenated butadiene polymer polyol compound
Compound (B):Polyisocyanate compound
Compound (C):There is (methyl) acrylate compounds of at least more than one hydroxyl
Compound (D):Diol compound beyond compound (A).
4. a device used for image display double-sided adhesive sheet, it is characterised in that containing hydrogenated butadiene polymer polyol compound (A)
Iodine number be the urethanes (E) described in 20 claims below 3.
5. a device used for image display double-sided adhesive sheet, it is characterised in that be aliphatic containing polyisocyanate compound (B)
It is the urethanes (E) described in claim 3 or 4 of diisocyanate cpd.
6. a device used for image display double-sided adhesive sheet the, it is characterised in that containing (first with at least more than one hydroxyl
Base) poly-ammonia according to any one of the claim 3 to 5 of (methyl) acrylic acid 2-hydroxy methacrylate for the acrylate compounds (C)
Ester compounds (E).
7. a device used for image display double-sided adhesive sheet, it is characterised in that containing the diol compound beyond compound (A)
(D) it is the urethanes (E) according to any one of claim 3 to 6 of PPG.
8. a device used for image display double-sided adhesive sheet, it is characterised in that containing according to any one of claim 1 to 7
Polymerizable compound (F) beyond urethanes (E) and (E).
9. the device used for image display double-sided adhesive sheet as according to any one of claim 1~8, it is characterised in that contain
Any one or both in hydroxy polymer, terpenic series resin are as emollient ingredients (G).
10. a solidfied material, it is by the device used for image display double-sided adhesive sheet according to any one of claim 1~9
Irradiate active energy beam and obtain.
11. 1 kinds of contact panels, it is characterised in that use the device used for image display according to any one of claim 1~9 double
Face bonding sheet forms.
12. 1 kinds of device used for image display double-sided adhesive sheets, its contain selected from by carbamate (methyl) acrylate, have
In the group of (methyl) acrylate of polyisoprene skeleton or (methyl) acrylate composition with butadiene skeletal extremely
Few a kind of (methyl) acrylate (K) or emollient ingredients (G).
13. 1 kinds of device used for image display double-sided adhesive sheets, its contain selected from by carbamate (methyl) acrylate, have
In the group of (methyl) acrylate of polyisoprene skeleton or (methyl) acrylate composition with butadiene skeletal extremely
Few a kind of (methyl) acrylate (K), emollient ingredients (G) and solvent.
The manufacture method of 14. 1 kinds of image display devices, utilizes claim 1~9, the image according to any one of 12~13 to show
Optical element is fitted via following operation 1~2 and is obtained image display device by showing device double-sided adhesive sheet,
Operation 1:The mould release film in one face of the device used for image display double-sided adhesive sheet with mould release film is peeled off, and will
Operation at least one optical element for the device used for image display double-sided adhesive sheet configuration;
Operation 2:Mould release film stripping by a remaining face of the device used for image display double-sided adhesive sheet of configuration in operation 1
From, and the operation of another optical element of fitting.
The manufacture method of 15. 1 kinds of image display devices, utilizes claim 1~9, the image according to any one of 12~13 to show
Optical element is fitted via following operation 1~3 and is obtained image display device by showing device double-sided adhesive sheet,
Operation 1:The mould release film in one face of the device used for image display double-sided adhesive sheet with mould release film is peeled off, and will
Operation at least one optical element for the device used for image display double-sided adhesive sheet configuration;
Operation 2:Mould release film stripping by a remaining face of the device used for image display double-sided adhesive sheet of configuration in operation 1
From, and the operation of another optical element of fitting;
Operation 3:Pass through the optical element with light shielding part to the device used for image display double-sided adhesive in the optical element after laminating
The operation closed piece irradiation ultraviolet radiation and make this solidification nitride layer solidify.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2014-120621 | 2014-06-11 | ||
JP2014120621 | 2014-06-11 | ||
JP2015112948A JP2016222861A (en) | 2015-06-03 | 2015-06-03 | Double-sided adhesive sheet for picture display unit and article |
JP2015-112948 | 2015-06-03 | ||
PCT/JP2015/066885 WO2015190558A1 (en) | 2014-06-11 | 2015-06-11 | Double-sided adhesive sheet for image display devices, and article |
Publications (1)
Publication Number | Publication Date |
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CN106459724A true CN106459724A (en) | 2017-02-22 |
Family
ID=54833645
Family Applications (1)
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CN201580030851.3A Pending CN106459724A (en) | 2014-06-11 | 2015-06-11 | Double-sided adhesive sheet for image display devices, and article |
Country Status (3)
Country | Link |
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CN (1) | CN106459724A (en) |
TW (1) | TW201602278A (en) |
WO (1) | WO2015190558A1 (en) |
Cited By (1)
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CN108977102A (en) * | 2017-06-01 | 2018-12-11 | 株式会社有泽制作所 | Double-sided adhesive sheet material, 3D liquid crystal display panel and its manufacturing method |
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KR101999583B1 (en) | 2015-05-08 | 2019-07-12 | 반도 카가쿠 가부시키가이샤 | Optical transparent adhesive sheet, method for producing optical transparent adhesive sheet, laminate and display device with touch panel |
WO2017057245A1 (en) | 2015-09-29 | 2017-04-06 | バンドー化学株式会社 | Optically transparent pressure-sensitive adhesive sheet, laminate, process for producing laminate, and display device with touch panel |
KR102062225B1 (en) | 2015-11-26 | 2020-01-03 | 반도 카가쿠 가부시키가이샤 | Display apparatus which has an optically transparent adhesive sheet, a manufacturing method of an optically transparent adhesive sheet, a laminated body, and a touch panel |
EP3412740B1 (en) * | 2016-02-02 | 2023-07-12 | Bando Chemical Industries, Ltd. | Optical transparent adhesive sheet, optical transparent adhesive sheet production method, laminate, and touch panel-equipped display device |
JP6697306B2 (en) * | 2016-03-31 | 2020-05-20 | ハリマ化成株式会社 | Photocurable composition with moisture curing, conformal coating agent and cured product |
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Also Published As
Publication number | Publication date |
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TW201602278A (en) | 2016-01-16 |
WO2015190558A1 (en) | 2015-12-17 |
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