CN104031582B - Pressure-sensitive-adhesive composition, contact adhesive and pressure sensitive adhesion sheet - Google Patents
Pressure-sensitive-adhesive composition, contact adhesive and pressure sensitive adhesion sheet Download PDFInfo
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- CN104031582B CN104031582B CN201410075584.9A CN201410075584A CN104031582B CN 104031582 B CN104031582 B CN 104031582B CN 201410075584 A CN201410075584 A CN 201410075584A CN 104031582 B CN104031582 B CN 104031582B
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
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- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
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- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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- C09J7/00—Adhesives in the form of films or foils
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/205—Compounds containing groups, e.g. carbamates
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- C08K5/00—Use of organic ingredients
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- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
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- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
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- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
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- C09J2433/00—Presence of (meth)acrylic polymer
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Abstract
The present invention provides pressure-sensitive-adhesive composition, it while (methyl) acrylate polymer contains the monomer with multiple aromatic rings, contains the monomer with hydroxyl or the monomer with carboxyl as the monomeric unit for forming polymer using (methyl) acrylate polymer as principal component.In (methyl) acrylate polymer, the content of monomer with aromatic rings is the mass % of 10 mass %~70, when (methyl) acrylate polymer contains the monomer with hydroxyl as the monomeric unit for forming the polymer, the content of the monomer with hydroxyl is the mass % of 12 mass %~50 in (methyl) acrylate polymer, when (methyl) acrylate polymer contains the monomer with carboxyl as the monomeric unit for forming the polymer, the content in (methyl) acrylate polymer with the monomer of carboxyl is the mass % of 7 mass %~40.
Description
Technical field
The present invention (forms the crosslinking of pressure-sensitive-adhesive composition on pressure-sensitive-adhesive composition, contact adhesive
Material) and pressure sensitive adhesion sheet, be more particularly to suitable as pressure-sensitive-adhesive composition, the contact adhesive of optical component with
And pressure sensitive adhesion sheet.
Background technology
In recent years in electronic equipment of various, it is to use the touch-screen for having display device and input equipment concurrently more.The kind of touch-screen
Class mainly has resistance membrane type, condenser type, optical profile type and ultrasonic type.Resistive touch panel have analogue data resistance membrane type with
And resistance matrix membrane type, capacitive touch screen have surface type and projection type.
The touch-screen of the mobile electronic equipments such as the smart mobile phone that attracts attention recently, tablet computer terminal is more using throwing
The capacitive touch-screen of shadow type.As the projection type capacitive touch screen of the mobile electronic device, for example, researching and proposing
Laminated liquid crystal display device (LCD), pressure sensitive adhesive layer, nesa coating (tin-doped indium oxide successively from below：ITO), glass
The touch-screen of the protective layers such as glass substrate, nesa coating (ITO) and strengthened glass.
As the optical component for forming above-mentioned liquid crystal display device, generally using Liquid crystal module.Liquid crystal module is usually will
The both alignment layers of two panels transparent electrode substrate formed with both alignment layers are used as inner side, by partition, in a manner of forming predetermined distance,
Configured, by its peripheral sealing, the component of clamping liquid crystal material between two panels transparent electrode substrate.In general, in liquid crystal group
The outside of two panels transparent electrode substrate in part, is utilized respectively contact adhesive bonding polarizer.
As the contact adhesive used in touch-screen, for example, as it is known that there is the pressure-sensitive adhesion shown in patent document 1
Agent.The contact adhesive contains：Relative to (methyl) acrylic acid of the alkyl with carbon number 4~14 as monomeric unit
100 parts by weight of Arrcostab, contain the parts by weight of 0.2 parts by weight of monomer with carboxyl~20 as copolymer composition and form (first
Base) acrylic acid series polymeric compounds, and relative to 100 parts by weight of (methyl) acrylic acid series polymeric compounds, contain the mistake as crosslinking agent
The parts by weight of the parts by weight of 0.02 parts by weight of oxide~2 and 0.005 parts by weight of epoxy crosslinking agent~5.
Prior art literature
Patent document
Patent document 1：Japanese Unexamined Patent Publication 2009-242786 publications
The content of the invention
The subject that the invention solves
In touch-screen as described above, various light are bonded by contact adhesive particularly acrylic pressure-sensitive adhesive
Learn component.Herein, usually, the high refractive index of optical component, is, for example, more than 1.50, but the folding of acrylic pressure-sensitive adhesive
The rate of penetrating is usually 1.47 or so.Therefore, the refringence of optical component and pressure sensitive adhesive layer is big, has and produces reflection at its interface
The problem of.
In addition, in the contact adhesive for touch-screen in the past, if touch-screen to be positioned over to hot and humid environment
Under, then moisture is immersed in pressure sensitive adhesive layer, pressure sensitive adhesive layer albefaction when touch-screen returns to room temperature, there is what the transparency reduced
Problem.
The present invention be in view of such present situation and carry out, and it is an object of the present invention to provide suitable for optical component use, high refractive index,
And can inhibit after implementing hot and humid condition, return to room temperature when the pressure-sensitive-adhesive composition of albefaction, pressure-sensitive adhesion
Agent and pressure sensitive adhesion sheet.
Means for solving the problems
In order to achieve the above objectives, first, the present invention provides pressure-sensitive-adhesive composition, it is characterised in that it is with (first
Base) pressure-sensitive-adhesive composition of the acrylate polymer as principal component, (methyl) acrylate polymer contains tool
Have while the monomer of multiple aromatic rings, contain the monomer with hydroxyl or the monomer with carboxyl as the list for forming polymer
Body unit.The content of monomer with aromatic rings described in (methyl) acrylate polymer is the matter of 10 mass %~70
% is measured, contains the monomer with hydroxyl as the monomer list for forming the polymer in (methyl) acrylate polymer
When first, the content of the monomer with hydroxyl described in (methyl) acrylate polymer is the mass % of 12 mass %~50,
When (methyl) acrylate polymer contains the monomer with carboxyl as the monomeric unit for forming the polymer, institute
The content for stating the monomer with carboxyl described in (methyl) acrylate polymer is the mass % of 7 mass %~40 (invention 1).
(methyl) acrylate polymer for the pressure-sensitive-adhesive composition that foregoing invention (invention 1) is related to contains ormal weight
Monomer with multiple aromatic rings as forming monomeric unit, thus, the high refractive index of obtained contact adhesive.Separately
Outside, the tool that (methyl) acrylate polymer for the pressure-sensitive-adhesive composition that foregoing invention (invention 1) is related to contains ormal weight
There are the monomer of hydroxyl or the monomer with carboxyl as monomeric unit is formed, can inhibit obtained contact adhesive and implementing height
Albefaction during ambient temperature and moisture is returned to after warm super-humid conditions.
In foregoing invention (invention 1), monomer (invention of the monomer with multiple aromatic rings preferably with cyclohexyl biphenyl
2)。
In foregoing invention (invention 2), the monomer with cyclohexyl biphenyl is preferably the (first containing xenyl epoxide structure
Base) acrylate (invention 3).
In foregoing invention (invention 1~invention 3), the pressure-sensitive-adhesive composition further preferably crosslinking agent
(invention 4).
In foregoing invention (invention 4), the crosslinking agent be preferably by isocyanates system crosslinking agent, epoxy crosslinking agent with
And at least one (invention 5) selected in the group that is formed of aziridine system crosslinking agent.
Foregoing invention (invention 4, invention 5) in, the content of the crosslinking agent in the pressure-sensitive-adhesive composition, phase
It is preferably the mass parts (invention 6) of 0.001 mass parts~5 for 100 mass parts of (methyl) acrylate polymer.
In foregoing invention (invention 1~invention 6), the weight average molecular weight of (methyl) acrylate polymer is preferably
200000~2,000,000 (inventions 7).
Second, the present invention provides the pressure-sensitive adhesion for forming the pressure-sensitive-adhesive composition (invention 1~invention 7) crosslinking
Agent (invention 8).
In foregoing invention (invention 8), the refractive index of the contact adhesive is preferably more than 1.50 (inventions 9).
In foregoing invention, (invention 8, in invention 9), the thickness that the alkali-free glass for being 1.1mm with two panels thickness is clamped is 50 μm
The contact adhesive under conditions of 85 DEG C, 85%RH preserve 120 it is small when after, return to 23 DEG C, the ambient temperature and moisture of 50%RH
When, the haze value of the contact adhesive is preferably less than 1.0% (invention 10).
3rd, the present invention provides pressure sensitive adhesion sheet, it is the pressure sensitive adhesion sheet with base material and pressure sensitive adhesive layer, feature
It is：The pressure sensitive adhesive layer includes the contact adhesive (invention 8~invention 10) (invention 11).
In foregoing invention (invention 11), the base material is preferably optical component (invention 12).
4th, the present invention provides pressure sensitive adhesion sheet, it is with two panels stripping film and with the stripping with the two panels stripping film
The pressure sensitive adhesive layer that the mode that face connects is clamped by the stripping film, it is characterised in that：The pressure sensitive adhesive layer includes institute
State contact adhesive (invention 8~invention 10) (invention 13).
In foregoing invention (invention 13), the pressure sensitive adhesion sheet is preferably used for two panels glass substrate being bonded pressure-sensitive viscous
Close piece (invention 14).
The effect of invention
The pressure-sensitive-adhesive composition being related to according to the present invention, can obtain the high refractive index suitable for optical component,
It can inhibit the contact adhesive and pressure sensitive adhesion sheet of the albefaction when returning to ambient temperature and moisture after implementing hot and humid condition.
Brief description of the drawings
Fig. 1 is the profile of the pressure sensitive adhesion sheet involved by first embodiment of the present invention.
Fig. 2 is the profile of the pressure sensitive adhesion sheet involved by second embodiment of the present invention.
Description of reference numerals
1A, 1B ... pressure sensitive adhesion sheet
11 ... pressure sensitive adhesive layers
12,12a, 12b ... stripping film
13 ... base materials
The mode to carry out an invention
Hereinafter, illustrated on embodiments of the present invention.
(pressure-sensitive-adhesive composition)
Pressure-sensitive-adhesive composition (hereinafter referred to as " pressure-sensitive-adhesive composition P ") involved by present embodiment, with (first
Base) acrylate polymer (A) is used as principal component, and (methyl) acrylate polymer (A) is containing having multiple aromatic rings
Monomer (monomer containing multiple aromatic rings) while, contain the monomer (hydroxyl monomer) with hydroxyl or the list with carboxyl
Body (carboxyl group-containing monomer) is as the monomeric unit for forming polymer, preferably further containing crosslinking agent (B).In addition, this specification
In described (methyl) acrylate, refer to acrylate and methacrylate both.Other similar terms are similarly.
In addition, " polymer " also includes the concept of " copolymer ".In addition, " principal component " refers to, pressure-sensitive-adhesive composition it is non-volatile into
It is usually more than 50 mass % point to account for total amount, preferably accounts for more than 80 mass %, particularly preferably accounts for components more than 90 mass %.
(methyl) acrylate polymer (A) contains the monomer with multiple aromatic rings, and thus, pressure-sensitive-adhesive is combined
The high refractive index for the contact adhesive that thing P crosslinkings form.Specifically, refractive index be more than 1.50, particularly preferably 1.51 with
On.In addition, the assay method of refractive index is as described later.
As the aromatic rings of the monomer containing multiple aromatic rings, for example, naphthalene nucleus, anthracene nucleus, fluorenes ring, biphenyl can be included
Ring, terphenyl ring, Azulene ring, phenanthrene ring, Sanya phenyl ring, pyrene ring,It is ring, aphthacene ring, ring, pentacene ring, hexacene ring, dizzy
Phenyl ring（coronene）, Sanya naphthalene, indolizine ring, quinoline ring, iso-indoles ring, indole ring, isoquinolin ring, phthalazines ring, purine ring,
Naphthyridines ring, quinoxaline ring, quinazoline ring, cinnolines ring, pteridine ring, carbazole ring, phenanthridines ring, acridine ring,Pyridine（perimidine）
Ring, Phen ring, azophenlyene ring, that non-alkene（phenalene）Ring etc..Wherein, the aromatic rings that preferably carbon number is 10~18,
Particularly preferably carbon number is 12 aromatic rings, is preferably cyclohexyl biphenyl, naphthalene nucleus, anthracene nucleus, Sanya phenyl ring etc. specifically, special
It is not preferably cyclohexyl biphenyl.By the monomer containing cyclohexyl biphenyl, high refraction can be obtained while good bonding physical property is kept
Rate.
As the monomer containing multiple aromatic rings, for example, (methyl) acrylate containing cyclohexyl biphenyl can be included, contained
Have (methyl) acrylate of naphthalene nucleus, (methyl) acrylate containing anthracene nucleus, (methyl) acrylate containing triphen basic ring,
Biphenyl containing vinyl, the naphthalene containing vinyl, anthracene containing vinyl etc., wherein being preferably to keep good binding
(methyl) acrylate containing cyclohexyl biphenyl of high index of refraction can be obtained while property.These can be used alone, can also group
Close two or more uses.
Here, as (methyl) acrylate containing cyclohexyl biphenyl, specifically, o- xenyl epoxide can be included
Methyl (methyl) acrylate, m- xenyl epoxide methyl (methyl) acrylate, p- xenyl epoxide methyl (methyl)
Acrylate, o- xenyl epoxide ethyl (methyl) acrylate, m- xenyl epoxide ethyl (methyl) acrylate,
P- xenyl epoxide ethyl (methyl) acrylate, o- xenyl epoxide propyl group (methyl) acrylate, m- xenyl
Epoxide propyl group (methyl) acrylate, p- xenyl epoxide propyl group (methyl) acrylate, (o- xenyl epoxide) two are sweet
Alcohol (methyl) acrylate, (m- xenyl epoxide) diethylene glycol (DEG) (methyl) acrylate, (p- xenyl epoxide) diethylene glycol (DEG)
(methyl) acrylate, (o- xenyl epoxide) dipropylene glycol (methyl) acrylate, (m- xenyl epoxide) one
Contracting dipropylene glycol (methyl) acrylate, (p- xenyl epoxide) dipropylene glycol (methyl) acrylate, (o- biphenyl
Base epoxide) it is polyethylene glycol (methyl) acrylate, (m- xenyl epoxide) polyethylene glycol (methyl) acrylate, (p-
Phenyl epoxide) it is polyethylene glycol (methyl) acrylate, (o- xenyl epoxide) polypropylene glycol (methyl) acrylate, (m-
Xenyl epoxide) polypropylene glycol (methyl) acrylate, (p- xenyl epoxide) polypropylene glycol (methyl) acrylate etc..Its
In, it is preferably xenyl epoxide second from the transparency and high index of refraction of obtained contact adhesive and from the viewpoint of depositing
Base (methyl) acrylate, particularly preferably o- xenyl epoxide ethyl (methyl) acrylate.
(methyl) acrylate polymer (A) containing the mass % of 10 mass %~70, preferably comprise the mass % of 20 mass %~65,
Particularly preferably contain the monomer with aromatic rings of the mass % of 25 mass %~60 as the monomeric unit for forming the polymer.Contain
The content of aromatic rings monomer will not be improved fully if less than 10 mass %, the then refractive index of obtained contact adhesive.It is another
Aspect, the content containing aromatic rings monomer cannot then be suitable for the adhesiveness of optical applications if it exceeds 70 mass %.
In addition, (methyl) acrylate polymer (A), as the monomeric unit for forming the polymer, containing with hydroxyl
During the situation of the monomer of base, containing 12 mass %~50 mass % should with hydroxyl monomer, preferably containing 15 mass %~40
Quality %, particularly preferably containing 17 mass %~35 mass %.In addition, containing in (methyl) acrylate polymer (A) has carboxylic
When the monomer of base is as the monomeric unit for forming the polymer, containing 7 mass %~40 mass %, preferably containing 10 mass %~
35 mass %, particularly preferably containing 10 mass %~20 mass % should with carboxyl monomer.
Monomer with hydroxyl or the list with carboxyl are contained with above-mentioned amount by (methyl) acrylate polymer (A)
Body, pressure-sensitive-adhesive composition P is crosslinked, and obtained contact adhesive can inhibit to be returned to after hot and humid condition is implemented
Albefaction during ambient temperature and moisture.The details of hot and humid condition is as described later.
(methyl) acrylate polymer (A) with above-mentioned amount if contain the monomer with hydroxyl or the list with carboxyl
Pressure-sensitive-adhesive composition P, then be crosslinked by body, there is the hydroxyl or carboxyl residual of ormal weight in obtained contact adhesive.Hydroxyl
Base and carboxyl are hydrophilic radical, pressure-sensitive viscous if this hydrophilic radical is present in contact adhesive with ormal weight
Even if mixture be placed on it is hot and humid under the conditions of, under the conditions of this is hot and humid immerse contact adhesive in moisture returning to
During ambient temperature and moisture, easily depart from from contact adhesive, as a result, suppressing the albefaction of contact adhesive.(methyl) acrylate
The content of hydroxyl monomer or carboxyl group-containing monomer in polymer (A) can not then obtain the effect above if less than above range,
If greater than above range, then durability reduces or can not fully improve refractive index.
In addition, pressure-sensitive-adhesive composition P is in the situation containing crosslinking agent (B), (methyl) acrylate polymer (A)
In, if the content of hydroxyl monomer or carboxyl group-containing monomer is within the above range, while the effect above is kept, formed
Cross-linked structure become good, obtained contact adhesive has excellent durability.
As hydroxyl monomer, for example, (methyl) acrylic acid 2- hydroxyethyls ester, (methyl) acrylic acid 2- hydroxyls can be enumerated
Base propyl diester, (methyl) acrylic acid 3- hydroxy-propyl esters, (methyl) acrylic acid 2- hydroxybutyls ester, (methyl) acrylic acid 3- hydroxyls
(methyl) hydroxyalkyl acrylates such as butyl ester, (methyl) acrylic acid 4- hydroxybutyl esters etc., wherein, from crosslinking agent (B)
Reactivity and from the viewpoint of storage period, preferred (methyl) acrylic acid 2- hydroxyethyl esters.These can be used alone,
It can also be used in combination of two or more.
As carboxyl group-containing monomer, for example, preferred acrylic acid, methacrylic acid, crotonic acid, maleic acid, clothing health can be enumerated
Ethylenically unsaturated carboxylic acids such as acid, citraconic acid etc..These may be used singly or in combination of two or more use.
The hydroxyl monomer, carboxyl group-containing monomer and the list containing aromatic rings are removed in (methyl) acrylate polymer (A)
Outside monomeric unit of the body as the composition polymer, the carbon number for preferably comprising alkyl is 1~20 (methyl) alkyl acrylate
Base ester.In addition, as needed, other monomers can also be contained.
(methyl) acrylate polymer (A) by the carbon number containing alkyl be 1~20 (methyl) alkyl acrylate
Base ester can show preferable adhesiveness as the monomeric unit for forming the polymer.Carbon number as alkyl is 1~20
(methyl) alkyl acrylate, for example, (methyl) methyl acrylate, (methyl) ethyl acrylate, (first can be included
Base) propyl acrylate, (methyl) n-butylacrylate, (methyl) acrylic acid n-pentyl ester, (methyl) acrylic acid n-hexyl
Ester, (methyl) 2-ethylhexyl acrylate, (methyl) iso-octyl acrylate, (methyl) acrylic acid positive decyl ester, (methyl)
Acrylic acid n-dodecane base ester, (methyl) myristyl ester, (methyl) acrylic acid palm ester, (methyl) stearyl acrylate
Deng.Wherein, from the viewpoint of more adhesiveness is improved, the carbon number of optimizing alkyl is 1~8 (methyl) acrylate,
Particularly preferably (methyl) methyl acrylate and (methyl) n-butyl acrylate.Moreover, these can be used alone, can also combine
Two or more uses.
(methyl) acrylate polymer (A), preferably comprises the mass % of 18 mass %~78, particularly preferably contains 20 mass %
The carbon number of the alkyl of the mass % of~65 mass %, further preferably 23 mass %~58 is 1~20 (methyl) acrylic acid
Arrcostab is as the monomeric unit for forming the polymer.
It is excellent for the effect without prejudice to the hydroxyl monomer or the carboxyl group-containing monomer as other monomers
Choosing does not include the monomer with reactive functional groups.As such other monomers, for example, (methyl) acrylic acid first can be enumerated
(methyl) alkoxyalkyl acrylates such as epoxide ethyl ester, (methyl) ethioxy ethyl ester, (methyl) acrylic acid ring
Hexyl ester etc. has the acryloyl of the non-crosslinked property such as (methyl) acrylate of aliphatic ring, acrylamide, Methacrylamide
Amine, (methyl) acrylic acid N, N- dimethyl aminoethyl ester, (methyl) acrylic acid N, N- dimethylaminopropyl ester etc. has
(methyl) acrylate of the tertiary amino of non-crosslinked property, vinyl acetate, styrene etc..These can be used alone, can also
It is used in combination of two or more.
The polymeric species of (methyl) acrylate polymer (A), can be random copolymer, or block copolymerization
Thing.
The weight average molecular weight of (methyl) acrylate polymer (A) is preferably 200,000~2,000,000, particularly preferably 200,000~
1000000, more preferably 300,000~700,000.In addition, the weight average molecular weight in this specification, is according to gel permeation chromatography
(GPC) value for the polystyrene conversion that method is measured.
The weight average molecular weight of (methyl) acrylate polymer (A) is if less than 200,000, then obtained contact adhesive
Blushing test is placed on when high temperature super-humid conditions, have there is a situation where foaming etc..In addition, (methyl) acrylate polymer
(A) weight average molecular weight is if it exceeds 2,000,000, then obtained contact adhesive, after hot and humid condition is implemented, returns to
During ambient temperature and moisture, there is the situation that can not suppress albefaction.
In addition, in pressure-sensitive-adhesive composition P, (methyl) acrylate polymer (A) can be used alone,
It can be used in combination of two or more.In addition, pressure-sensitive-adhesive composition P can further contain：Do not contain hydroxyl monomer and
Carboxyl group-containing monomer as form (methyl) acrylate polymer of monomeric unit, not contain monomer containing aromatic rings single as forming
(methyl) acrylate polymer of body unit.
Pressure-sensitive-adhesive composition P preferably comprises crosslinking agent (B), by containing the crosslinking agent (B), by (methyl) acrylic acid
Ester polymer (A) is crosslinked, and forms three-dimensional net structure, can improve the durability of obtained contact adhesive.
As crosslinking agent (B), if for for functional group, that is, hydroxyl possessed by (methyl) acrylate polymer (A) or
Carboxyl has the crosslinking agent of reactivity, for example, isocyanates system crosslinking agent, epoxy crosslinking agent, amine system can be included
Crosslinking agent, melamine series crosslinking agent, aziridine system crosslinking agent, hydrazine system crosslinking agent, aldehyde system crosslinking agent, oxazoline system crosslinking agent,
Metal alkoxide system crosslinking agent, metallo-chelate system crosslinking agent, metal salt system crosslinking agent, ammonium salt system crosslinking agent etc..Wherein, preferably make
With isocyanates system crosslinking agent, epoxy crosslinking agent or aziridine system crosslinking agent.Crosslinking agent (B) can be used alone,
Or it can also be used in combination of two or more.
Here, when (methyl) acrylate polymer (A) has hydroxyl, preferably using reactive excellent with the hydroxyl
Isocyanates system crosslinking agent, when (methyl) acrylate polymer (A) has carboxyl, preferably using reactive excellent with the carboxyl
Different epoxy crosslinking agent and/or aziridine system crosslinking agent.
Isocyanates system crosslinking agent is at least crosslinking agent containing polyisocyanate compound.As polyisocyanates chemical combination
Thing, for example, as polyisocyanate compound, for example, can enumerate toluene di-isocyanate(TDI), '-diphenylmethane diisocyanate,
The aliphatic polyisocyantes such as the aromatic polyisocyanates such as benzene dimethylene diisocyanate, hexamethylene diisocyanate,
Ester ring type polyisocyanates such as isophorone diisocyanate, hydrogenated diphenyl methane diisocyanate etc., and their double contractings
Urea body, isocyanuric acid ester body, can further enumerate ethylene glycol, propane diols, neopentyl glycol, trimethylolpropane, castor oil etc.
Addition product as the reactant with low molecule active hydrogen-contg compound etc..
As epoxy crosslinking agent, for example, double (N, the N '-diglycidyl amino methyl) hexamethylenes of 1,3- can be included
Alkane, N, N, N ', N '-four glycidyl group m-xylene diamine, ethylene glycol diglycidyl base ether, 1,6-HD glycidyl
Ether, trimethylolpropane diglycidyl ether, diglycidylaniline, diglycidyl amine etc..
As aziridine system crosslinking agent, for example, diphenyl methane -4 can be included, 4 '-two（1- aziridine formamides）、
Trimethylolpropane tris-β-'-aziridino propionic ester, three-β of tetramethylol methane-'-aziridino propionic ester, Toluene-2,4-diisocyanate, 4- bis-
（1- aziridine formamides）, triethylenemelanin, double isophthaloyl base -1- (2- methylaziridines), three -1-（2- methyl
Aziridine）Phosphine, trimethylolpropane tris-β-(2- methylaziridines) propionic ester etc..
The content of crosslinking agent (B) in pressure-sensitive-adhesive composition P, relative to (methyl) acrylate polymer (A) 100
Mass parts, are preferably the mass parts of 0.001 mass parts~5, the mass parts of particularly preferably 0.005 mass parts~2, more preferably
The mass parts of 0.01 mass parts~1.The content of crosslinking agent (B) if 0.001 mass parts more than, crosslinking agent (B) band can be obtained
The effect that the durability come improves.The content of crosslinking agent (B) is if it exceeds 5 mass parts, then (methyl) acrylate polymer (A)
Possessed hydroxyl or carboxyl are largely reacted with crosslinking agent (B), and remaining quantitative change is few in contact adhesive, have can not obtain it is above-mentioned
Suppression albefaction effect possibility.
In pressure-sensitive-adhesive composition P, it can add as needed usually used in acrylic pressure-sensitive adhesive
Various additives, for example, silane coupling agent, antistatic additive, adhesiveness imparting agent, antioxidant, ultra-violet absorber, light stabilizer,
Softening agent, filler, refractive index adjusters etc..
It is the organo-silicon compound that intramolecular at least has an alkoxysilyl, with pressure as silane coupling agent
The intermiscibility of sensitive adhesive component is good, and has photopermeability, such as is preferably essentially transparent person.
As the silane coupling agent, for example, vinyltrimethoxysilane, vinyl triethoxyl silicon can be included
The polymerism such as alkane, methyl allyl acyloxypropyl trimethoxysilane silicon compound containing unsaturated group, 3- glycidoxypropyl groups
Trimethoxy silane, 2- (3,4- epoxycyclohexyl) ethyl trimethoxy silane etc. have the silicon compound of epoxy construction, 3- mercaptos
Base propyl trimethoxy silicane, 3- Mercaptopropyltriethoxysilanes, 3- mercaptopropyi dimethoxymethylsilanes etc. contain mercapto
The silicon compound of base, 3- TSL 8330s, N- (2- amino-ethyls) -3- TSL 8330s, N-
The silicon compounds containing amino such as (2- amino-ethyls) -3- aminopropyltriethoxy dimethoxysilanes, 3- r-chloropropyl trimethoxyl silicon
Alkane, 3- isocyanates propyl-triethoxysilicane or these at least one of with methyltriethoxysilane, three ethoxy of ethyl
Condensation product of the silicon compound containing alkyl such as base silane, methyltrimethoxysilane, ethyl trimethoxy silane etc..These can
One kind is used alone, can also be used in combination of two or more.
The additive amount of silane coupling agent, is preferably 0.01 relative to 100 mass parts of (methyl) acrylate polymer (A)
The mass parts of the mass parts of mass parts~1, particularly preferably 0.05 mass parts~0.5.
(manufacture method of pressure-sensitive-adhesive composition)
Pressure-sensitive-adhesive composition P can be by manufacturing (methyl) acrylate polymer (A), at obtained (methyl)
Crosslinking agent (B) or additive are added as needed in acrylate polymer (A) to manufacture.
(methyl) acrylate polymer (A), can polymerize by using common radical polymerization and form polymer
Monomer manufactures.The polymerization of (methyl) acrylate polymer (A), can be used polymerization initiator, be carried out by solution polymerization process etc..
As polymer solvent, for example, ethyl acetate, ro-butyl acetate, Sucrose Acetate base ester, toluene, acetone, hexane, first
Base ethyl ketone etc., can be used together two or more.
As polymerization initiator, azo compound, organic peroxide etc. can be enumerated, can at the same time using two kinds with
On.As azo compound, 2 can be enumerated, 2 '-azodiisobutyronitrile, 2,2 '-azo two (2- methylbutyronitriles), 1,1 '-even
Nitrogen two (hexamethylene 1- nitriles), 2,2 '-azo two (2,4- methyl pentane nitrile), 2, (2, the 4- dimethyl -4- methoxyl groups of 2 '-azo two
Valeronitrile), dimethyl 2,2 '-azo two (2 Methylpropionic acid ester), 4,4 '-azo two (4- cyanopentanoic acids), 2,2 '-azo, two (2-
Hydroxymethyl propionitrile), 2,2 '-azo two (2- (2- imidazoline -2- bases) propane) etc..
As organic peroxide, such as benzoyl peroxide, t-butyl-oxybenzoate, cumenyl hydrogen can be enumerated
Peroxide, diisopropyl peroxydicarbonate, diη-propyl peroxy dicarbonate, two (2- ethoxyethyl groups) peroxidating
Two carbonic esters, peroxidating neodecanoic acid tertiary butyl ester, peroxypivalic acid tertiary butyl ester, (3,5,5- trimethyl acetyl base) peroxidating
Thing, dipropionyl peroxide, diacetyl peroxide etc..
, can be to obtained polymer by being compounded the chain-transferring agents such as 2 mercapto ethanol in addition, in above-mentioned polymerization procedure
Weight average molecular weight be adjusted.
After obtaining (methyl) acrylate polymer (A), in the solution of (methyl) acrylate polymer (A), addition
Retarder thinner and crosslinking agent (B) or additive are added as needed on, are sufficiently mixed, obtain being diluted with solvent pressure-sensitive
Adhesive composition P (coating solution).
As for by the retarder thinner of the diluted coating solutions of pressure-sensitive-adhesive composition P, such as hexane, heptan can be used
The aliphatic hydrocarbons such as alkane, hexamethylene；The aromatic hydrocarbon such as toluene and dimethylbenzene；The halogenated hydrocarbons such as dichloromethane and dichloroethanes；First
The alcohol such as alcohol, ethanol, propyl alcohol, butanol, 1- methoxy-2-propanols；Acetone, methyl ethyl ketone, 2 pentanone, isophorone, cyclohexanone
Deng ketone；Cellosolve series solvents such as the ester such as ethyl acetate and acetic acid butyl ester, ethyl cellosolve etc..
Concentration, viscosity as the coating solution so modulated, as long as being in the range of it can be coated with, without spy
Other limitation, according to circumstances can suitably be selected.For example, the concentration of pressure-sensitive-adhesive composition P can be diluted to 10 matter
Measure the mass % of %~40.In addition, when obtaining coating solution, the addition of retarder thinner etc. is not necessary condition, and pressure-sensitive-adhesive combines
As long as the viscosity that thing P can be coated with, can not also add retarder thinner.In this case, pressure-sensitive-adhesive composition P can be straight
Connect as coating solution.
(contact adhesive)
Contact adhesive described in present embodiment, pressure-sensitive-adhesive composition P crosslinkings are formed.It is here, pressure-sensitive
When adhesive composition P contains crosslinking agent (B), contact adhesive forms pressure-sensitive-adhesive composition P crosslinkings.It is pressure-sensitive viscous
The crosslinking of conjunction property composition P can be carried out by heating.In addition, this heating can also be also used as combining pressure-sensitive-adhesive
Drying process of the retarder thinner of thing P when volatilization.
In situation about being heated, heating-up temperature is preferably 50 DEG C~150 DEG C, and particularly preferably 70 DEG C~120
℃.In addition, heating time is preferably 10 seconds~10 minutes, particularly preferably 50 seconds~2 minutes.More preferably heat
Afterwards, the maturation time of 1~2 week or so is placed under room temperature (such as 23 DEG C, 50%RH).
By above-mentioned heating (and maturation), (methyl) acrylate polymer (A) is crosslinked.In pressure-sensitive-adhesive
When composition P contains crosslinking agent (B), (methyl) acrylate polymer (A) is crosslinked agent (B) crosslinking, forms three-dimensional network knot
Structure.
Pressure-sensitive-adhesive composition P is crosslinked obtained contact adhesive, by with from composition (methyl) propylene
Multiple aromatic rings of the monomer containing aromatic rings of acid ester polymer (A), high refractive index.Specifically, refractive index is more than 1.50, special
You Xuanwei more than 1.51.Here, the refractive index in this specification, be measure wavelength be 589nm, measuring temperature be 23 DEG C
Under the conditions of, use the value of Abbe refractometer (ア タ go society product is used in test example) measure.In addition, the upper limit of refractive index does not have
Special limitation, but usually less than 1.9.
The gel fraction of contact adhesive described in present embodiment, is preferably 15%~90%, particularly preferably 20%~
80%, more preferably 30%~70%.Gel fraction is if less than 15%, then the cohesive force deficiency of contact adhesive, has durable
Property and re-workability reduce situation.On the other hand, for gel fraction if it exceeds 90%, then bonding force becomes too low, has durable
Property reduce situation.In addition, above-mentioned gel fraction is (for example, being preserved 7 days in the environment of 23 DEG C, 50%RH by the maturation time
The value of the contact adhesive formed afterwards).It is indefinite whether pass through the maturation time when, as long as again in 23 DEG C, the environment of 50%RH
After lower preservation 7 days, if gel fraction is within the above range.
(pressure sensitive adhesion sheet)
As shown in Figure 1, pressure sensitive adhesion sheet 1A of the first embodiment, under sequentially by stripping film 12, be laminated at stripping
The pressure sensitive adhesive layer 11 of the release surface of piece 12 and it is laminated at the base material 13 of pressure sensitive adhesive layer 11 and forms.
In addition, as shown in Fig. 2, pressure sensitive adhesion sheet 1B of the second embodiment, by two panels stripping film 12a, 12b, and
The pressure-sensitive adhesion clamped in a manner of the release surface with this two panels stripping film 12a, 12b connects by this two panels stripping film 12a, 12b
Oxidant layer 11 is formed.Furthermore the release surface of so-called stripping film in this specification, refers to there is the face of fissility in stripping film,
Including implementing the face of lift-off processing and even if any of the face that lift-off processing also shows that fissility being not carried out.
In any one of pressure sensitive adhesion sheet 1A, 1B, pressure sensitive adhesive layer 11 includes above-mentioned pressure-sensitive-adhesive and combines
Thing P cures the contact adhesive formed.
The thickness of pressure sensitive adhesive layer 11, suitably determines according to the application target of pressure sensitive adhesion sheet 1A, 1B, but usually
It is preferably 10 μm~60 μm of scope for 5 μm~100 μm.For example, as optical component, particularly as the pressure of polarizer
It is preferably 10 μm~50 μm during the situation that sensitive adhesive layer uses, particularly preferably 15 μm~30 μm.
As base material 13, have no particular limits, as base material used in the substrate sheets of common pressure sensitive adhesion sheet all
It can use.For example, in addition to desirable optical component, it can enumerate and use the fibres such as artificial silk, acrylonitrile and polyester
The woven cloths or non-woven cloth of dimension；Synthetic paper；Upper matter paper, glassine paper, containing the paper such as impregnated paper, art paper system；The metal of aluminium, copper etc.
Paper tinsel；The foaming bodies such as polyurethane foaming body, foam polyethylene；Polyethylene terephthalate, polybutylene terephthalate
The polyester films such as ester, polyethylene naphthalate；The fibers such as polyurethane film, polyethylene film, polypropylene screen, tri acetyl cellulose
Plain film；Polychloroethylene film, polyvinylidene chlorida film, polyvinyl alcohol film, ethylene vinyl acetate film, polystyrene
The plastic foils such as film, polycarbonate membrane, acrylic resin film, norbornene resin film, cycloolefin resin film；They two kinds with
On lamilate etc..Plastic foil can be uniaxial tension or biaxial stretch-formed film.
As optical component, such as polarizer (light polarizing film), polarization element can be enumerated, polarizer (phase difference film), regarded
Wild angle compensation film, briliancy improve film, contrast improves film, liquid crystalline polymer film, diffusion barrier, semipermeable reflection film etc..
The thickness of base material 13, it is different according to its species, still, in the situation of such as optical component, be usually
10 μm~500 μm, be preferably 50 μm~300 μm.
As stripping film 12,12a, 12b, such as polyethylene film, polypropylene screen, polybutene film, polybutadiene can be used
Film, polymethylpentene film, polychloroethylene film, vinyl chloride copolymer film, polyethylene terephthalate film, poly- naphthalenedicarboxylic acid second
Diol ester film, polybutylene terephthalate (PBT) film, polyurethane film, vinyl-vinyl-acetic ester film, ionomer resin film, second
It is alkene-(methyl) acrylic copolymer film, ethene-(methyl) acrylate copolymer film, polystyrene film, polycarbonate membrane, poly-
Acid imide film, fluororesin film etc..Alternatively, it is also possible to use their cross linking membrane.Further, or their laminate film.
The release surface (face particularly to connect with pressure sensitive adhesive layer 11) of above-mentioned stripping film, has been preferable to carry out at stripping
Reason.As the remover used in lift-off processing, such as alkyd system, silicon-type, fluorine system, unsaturated polyester (UP) can be included
The remover of system, polyolefin and wax system.
On stripping film 12,12a, the thickness of 12b, has no particular limits, and is usually 20 μm~150 μm or so.
In above-mentioned pressure sensitive adhesion sheet 1A is manufactured, in the release surface of stripping film 12, the pressure-sensitive-adhesive group will be contained
The solution (coating solution) of compound P is coated, heats, and after coating layer is formed, base material 13 is laminated in the coating layer.
When needing the situation of maturation time, by setting the maturation time, when the situation of maturation time is not required, above-mentioned coating layer is straight
It is connected into as pressure sensitive adhesive layer 11.Thus, the pressure sensitive adhesion sheet 1A is obtained.In addition, the bar on heating and maturation
Part is as described above.
In addition, in above-mentioned pressure sensitive adhesion sheet 1B is manufactured, in the release surface of a stripping film 12a (or 12b), will contain
The coating solution of above-mentioned pressure-sensitive-adhesive composition P is coated, heats, and after coating layer is formed, another is peeled off
The release surface of piece 12b (or 12a) coincides with the coating layer.When needing the situation of maturation time, by setting the maturation time,
When the situation of maturation time is not required, above-mentioned coating layer is directly becoming pressure sensitive adhesive layer 11.Thus, obtain described pressure-sensitive viscous
Close piece 1B.
As the method for being coated with above-mentioned coating solution, for example, can utilize rod coating method, scraper for coating method, roller coating method,
Scraper plate rubbing method, die coating methods, gravure roller coating method etc..
Here, for example, in the liquid crystal display device that is made of Liquid crystal module and polarizer of manufacture, as pressure-sensitive adhesion
The base material 13 of piece 1A, using polarizer, the stripping film 12 of pressure sensitive adhesion sheet 1A is peeled off, the pressure sensitive adhesive layer 11 that will expose
It is bonded with Liquid crystal module.
In addition, being configured with for example, manufacturing between Liquid crystal module and polarizer in the liquid crystal display device of polarizer, make
For an example, first, a stripping film 12a (or 12b) of pressure sensitive adhesion sheet 1B is peeled off, by exposing for pressure sensitive adhesion sheet 1B
Pressure sensitive adhesive layer 11 and polarizer are bonded.Then, polarizer will be used as the pressure sensitive adhesion sheet 1A's of base material 13
Stripping film 12 is peeled off, and the pressure sensitive adhesive layer 11 exposed of pressure sensitive adhesion sheet 1A and above-mentioned polarizer are bonded.Into one
Step, from the pressure sensitive adhesive layer 11 of above-mentioned pressure sensitive adhesion sheet B, another stripping film 12b (or 12a) is peeled off, will be pressure-sensitive viscous
Close the pressure sensitive adhesive layer 11 exposed and the Liquid crystal module fitting of piece B.
In addition, for example, Liquid crystal module of the manufacture with glass substrate and glass substrate with desirable functional layer
In lamilate, as an example, first, a stripping film 12a (or 12b) of contact pin 1B is peeled off, by pressure sensitive adhesion sheet 1B's
The pressure sensitive adhesive layer 11 and the face paste of the functional layer side of glass substrate exposed closes.Then, by another stripping film 12b (or
12a) peeled off from the pressure sensitive adhesive layer 11 of pressure sensitive adhesion sheet B, by the pressure sensitive adhesive layer 11 exposed and liquid of pressure sensitive adhesion sheet B
The glass substrate fitting of brilliant component.
The species of the glass substrate, has no particular limits, for example, alkali-free glass, quartz glass, sodium calcium can be enumerated
Glass, the glass of baric strontium, alumina silicate glass, lead glass, borosilicate glass, barium borosilicate glass etc..Glass substrate
Thickness, have no particular limits, but usually 0.1mm~5mm, be preferably 0.2mm~2mm.
Here, the pressure sensitive adhesive layer 11 in pressure sensitive adhesion sheet 1A, 1B, as described above, being gathered by (methyl) acrylate
Compound (A) has the hydroxyl or carboxyl of ormal weight, can inhibit after hot and humid condition is implemented, returns to albefaction during room temperature.
For example, by be 1.1mm with two panels thickness the thickness clamped of alkali-free glass be 50 μm the pressure sensitive adhesive layer 11 85 DEG C,
Preserved under conditions of 85%RH 120 it is small when after, return to 23 DEG C, the ambient temperature and moisture of 50%RH when, the pressure sensitive adhesive layer 11
Albefaction is by suppressed.Specifically, at this time haze value (is based on JIS K7136：The value of 2000 measure) it is preferably less than 1.0%,
Particularly preferably less than 0.9%, more preferably less than 0.8%.
In addition, the pressure sensitive adhesive layer 11, preferably also has haze value as described above under normal circumstances.Mist degree
Value is if less than 1.0%, then transparent very high, is suitable for optical applications.
In addition, pressure sensitive adhesion sheet 1A is preferably 0.1N/25mm~50N/25mm relative to the bonding force of alkali-free glass, especially
Preferably 2N/25mm~20N/25mm.By making bonding force in above-mentioned scope, then between the adherends such as glass plate,
It can prevent from heaving or peeling off.In addition, bonding force said here, substantially refers to by based on JIS Z0237：2009
The bonding force that 180 ° of stripping methods are measured, but determination sample is cut into wide 25mm, long 100mm, make the determination sample relative to
Adherend (alkali-free glass), 0.5MPa, 50 DEG C, pressurize 20 minutes attach after, to be put under conditions of 23 DEG C of normal pressure, 50%RH
Put 24 it is small when after, obtained bonding force is measured with peeling rate 300mm/min.
By above-mentioned pressure sensitive adhesion sheet 1A, 1B, due to the high refractive index of pressure sensitive adhesive layer 11, the pressure sensitive adhesive layer 11
It is small with the refringence of optical component, it can inhibit the reflection occurred on these interfaces.
Embodiments described above, describes for ease of the understanding of the present invention, be not to the present invention into
The description that row is limited and carried out.Therefore, each key element disclosed in the above embodiment, also includes the technology model for belonging to the present invention
All design alterations enclosed and equivalent.
For example, the stripping film 12 of pressure sensitive adhesion sheet 1A can be omitted, stripping film 12a, 12b's in pressure sensitive adhesion sheet 1B appoints
The side that anticipates can also omit.
Embodiment
Hereinafter, further the present invention is specifically described by embodiment etc., but the scope of the present invention and from this
The restriction of a little embodiments etc..
(embodiment 1)
The modulation of (1. methyl) acrylate polymer
Into the reaction vessel with mixer, thermometer, reflux cooler, dropper and nitrogen ingress pipe, load
40 mass parts of n-butylacrylate, o- xenyl epoxide ethyl propylene acid esters (chemistry society of Xin Zhong villages system, ALEN10) 50 matter
Part, 0.18 mass parts of 10 mass parts of acrylic acid, 200 mass parts of ethyl acetate and 2,2'- azodiisobutyronitrile are measured, will be above-mentioned anti-
The air in container is answered to be replaced as nitrogen.While stirring under the nitrogen atmosphere, while reaction solution is warming up to 60 DEG C, make anti-
Should carry out 16 it is small when after, be cooled to room temperature.Here, by a part for the solution of gained, molecular weight is measured with method described later, really
Recognizing generation has (methyl) acrylate polymer (A) of weight average molecular weight (Mw) 400,000.
2. the modulation of pressure-sensitive-adhesive composition
(solid constituent converts 100 mass parts of (methyl) acrylate polymer (A) that will be obtained in above-mentioned steps (1)
Value；It is the same below)；With the N as epoxy crosslinking agent (B), N, N ', N '-four glycidyl group m-xylene diamine is (comprehensive to grind chemical work
Journey society system, trade name " E-AX ") 0.05 mass parts are mixed, are fully stirred, is diluted by using ethyl acetate, obtained
Obtain the coating solution of pressure-sensitive-adhesive composition.
Here, the compounding of the pressure-sensitive-adhesive composition is shown in table 1.In addition, the detailed feelings such as dummy suffix notation described in table 1
Condition is as described below.
[(methyl) acrylate polymer]
BA：N-butylacrylate
ALEN10：O- xenyl epoxide ethyl propylene acid esters
AA：Acrylic acid
HEA：Acrylic acid 2- hydroxyethyl esters
3. the manufacture of pressure sensitive adhesion sheet
By the coating solution of obtained pressure-sensitive-adhesive composition, it is coated with Scraper applicator in will be poly- to benzene two
One face of formic acid glycol ester film has carried out the stripping film (Lindeke Co., Ltd of lift-off processing with silicon-type remover
System, SP-PET3811, thickness：38 μm) lift-off processing face after, make dried thickness be 25 μm, carried out 1 minute with 90 DEG C
The coating layer for heating and being formed.
Then, by a face of pet film, peeled off with silicon-type remover
Stripping film (Lindeke Co., Ltd's system, SP-PET3801, the thickness of processing：38 μm) it is bonded, make the lift-off processing of the stripping film
Face is bonded with the surface side of exposing of the coating layer, by maturation 7 days under conditions of 23 DEG C, 50%RH, come make by stripping film/
Pressure sensitive adhesive layer (thickness：25 μm) pressure sensitive adhesion sheet that is formed of the composition of/stripping film.
(embodiment 2~12, comparative example 1~6)
Except the species that will form the species of each monomer of (methyl) acrylate polymer (A), ratio and crosslinking agent (B)
And use level manufactures pressure sensitive adhesion sheet according to outside make a change, being operated similarly to Example 1 shown in table 1.
In addition, the details of the crosslinking agent described in table 1 is as described below.
［ crosslinking agent ］
Epoxy crosslinking agent：N, N, N ', N '-four glycidyl group m-xylene diamine (Zong Yan chemical engineerings society system, trade name
" E-AX ")
Aziridine system crosslinking agent：Trimethylolpropane tris-β-'-aziridino propionic ester (Japan イ Application キ societies system, trade name
“BXX5172”)
Isocyanates system crosslinking agent：Trimethylolpropane addition product benzene dimethylene diisocyanate (it is comprehensive to grind chemical society's system,
Trade name " TD-75 ")
Here, above-mentioned weight average molecular weight (Mw), to be measured under the following conditions using gel permeation chromatography (GPC)
The weight average molecular weight of the polystyrene conversion of (GPC measure).
＜ determination conditions ＞
GPC measurement devices：Dong ソ ー societies system, HLC-8020
GPC columns (pass through) according to following order：Dong ソ ー societies system
TSK guard column HXL-H
TSK gel GMHXL(×2)
TSK gel G2000HXL
Measure solvent：Tetrahydrofuran
Measuring temperature：40℃
(test example 1) (measure of gel fraction)
The pressure sensitive adhesion sheet that will be obtained in embodiment or comparative example, is made the sample of 80mm × 80mm sizes, this is pressed
Sensitive adhesive layer is wrapped up with polyester net (size of mesh 200), is only weighed the quality of contact adhesive with precision balance.
Using quality at this time as M1.
Then, the contact adhesive above-mentioned polyester net wrapped up, under room temperature (23 DEG C), carries out 24 in ethyl acetate
Hour dipping.Contact adhesive is taken out afterwards, in the environment of 23 DEG C of temperature, relative humidity 50%, progress 24 air-dries when small,
Dried when further progress 12 is small in 80 DEG C of baking oven.Only the quality of dried contact adhesive is carried out with precision balance
Weigh.Using quality at this time as M2.Gel fraction (%) is represented with (M2/M1) × 100.Show the result in table 2.
(test example 2) (measure of bonding force/tear evaluation)
The pressure sensitive adhesion sheet obtained from embodiment or comparative example is peeled off a piece of stripping film to the contact adhesive exposed
Layer fits in the polyethylene terephthalate film with easy adhesive layer, and (society's system, PET100A4300, thickness spin in Japan：100μ
M) after, by the lamilate severing, width 25mm, the sample of long 100mm are made.Peeled off from the sample stripping film, pass through what is exposed
Pressure sensitive adhesive layer, in alkali-free glass (コ ー ニ Application グ society , イ ー グ Le XG) on the sample is attached after, use
Make made pressure cooker with chestnut is former, 0.5MPa, 50 DEG C, pressurize 20 minutes.Afterwards, placed under conditions of 23 DEG C, 50%RH
24 it is small when after, using cupping machine (オ リ エ ンテック societies system, テ Application シ ロ Application), with peeling rate 300mm/min, peel off
Bonding force (N/25mm) is measured under conditions of 180 ° of angle.Show the result in table 2.
In addition, in above-mentioned experiment during peel sample, confirm the generation of tear, evaluated according to following benchmark.In addition,
So-called tear refers to, when pressure sensitive adhesion sheet is peeled off from adherend, can not be successfully continuous peel off in ground and is peeling sound or is pressing
Sensitive adhesive layer, which is formed, peels off strain line, and in the event of tearing, fissility and adhesion are deteriorated.Show the result in table 2.
○：Generation is not torn
△：Tear occurs (degree that fissility and adhesion have no problem) to a certain degree
×：(fissility and the problematic degree of adhesion) occurs for tear
(test example 3) (measure of refractive index)
Pressure sensitive adhesive layer for the pressure sensitive adhesion sheet obtained in embodiment or comparative example, measure wavelength for 589nm,
Under conditions of measuring temperature is 23 DEG C, it is measured using Abbe refractometer (ア タ go society system) refractive index.Show the result in
Table 2.
(test example 4) (wet-heat resisting albefaction evaluation)
By laminated 2 layers of the pressure sensitive adhesive layer of the pressure sensitive adhesion sheet obtained in embodiment or comparative example, making film thickness is
50 μm of pressure sensitive adhesive layer.By the pressure sensitive adhesive layer, the alkali-free glass for being 1.1mm with two panels thickness is clamped, this is laminated
Body is as sample.By obtained sample when preservation 120 is small under conditions of 85 DEG C, 85%RH.Then, return to 23 DEG C, 50%
The ambient temperature and moisture of RH, confirms whether there is albefaction by following benchmark by visual observation, and while wet-heat resisting albefaction is evaluated, measure is pressure-sensitive
The haze value of adhesive phase.Sample is is returned in 30 minutes of ambient temperature and moisture by haze value, based on JIS K7136：2000 into
Row measure.Show the result in table 2.
◎：Returning to ambient temperature and moisture and rising afterwards does not have albefaction completely.
○：A part of albefaction, but when 2 is small after recovering ambient temperature and moisture, interior albefaction disappears.
×：Overall whole albefaction.Or after a part of albefaction, original state can not also be recovered by being preserved under ambient temperature and moisture.
【Table 1】
【Table 2】
As shown in Table 2, the contact adhesive of obtained pressure sensitive adhesive layer in embodiment, has good bonding force
With high index of refraction (more than 1.51), while wet-heat resisting albefaction is excellent.
Industrial utilizability
The contact adhesive of the present invention is suitable for the bonding of the optical components such as polarizer, glass substrate, moreover, of the invention
Pressure sensitive adhesion sheet be suitable as the pressure sensitive adhesion sheets of the optical components such as polarizer, glass substrate.
Claims (14)
1. pressure-sensitive-adhesive composition, it is characterised in that it is using (methyl) acrylate polymer as principal component, (the first
Base) acrylate polymer while contain the monomer with multiple aromatic rings, to contain the monomer with hydroxyl poly- as forming
The monomeric unit of compound；
The content of the monomer with aromatic rings in (methyl) acrylate polymer is the matter of 10 mass %~70
Measure %；
The content of the monomer with hydroxyl in (methyl) acrylate polymer is the mass % of 17 mass %~50.
2. pressure-sensitive-adhesive composition according to claim 1, it is characterised in that the monomer with multiple aromatic rings
For the monomer with cyclohexyl biphenyl.
3. pressure-sensitive-adhesive composition according to claim 2, it is characterised in that the monomer with cyclohexyl biphenyl be containing
There is (methyl) acrylate of xenyl epoxide structure.
4. pressure-sensitive-adhesive composition according to claim 1, it is characterised in that the pressure-sensitive-adhesive composition is into one
Step contains crosslinking agent.
5. pressure-sensitive-adhesive composition according to claim 4, it is characterised in that the crosslinking agent is handed over for isocyanates system
Join agent.
6. pressure-sensitive-adhesive composition according to claim 4, it is characterised in that in the pressure-sensitive-adhesive composition
The content of the crosslinking agent, is the mass of 0.001 mass parts~5 relative to 100 mass parts of (methyl) acrylate polymer
Part.
7. pressure-sensitive-adhesive composition according to claim 1, it is characterised in that (methyl) acrylate polymer
Weight average molecular weight be 200,000~2,000,000.
8. contact adhesive, it is to be crosslinked the pressure-sensitive-adhesive composition any one of 1~claim 7 of claim
The contact adhesive formed.
9. contact adhesive according to claim 8, it is characterised in that the refractive index of the contact adhesive for 1.50 with
On.
10. contact adhesive according to claim 8, it is characterised in that by the alkali-free glass for being 1.1mm with two panels thickness
The contact adhesive that the thickness clamped is 50 μm afterwards, is returned to when preservation 120 is small under conditions of 85 DEG C, 85%RH
23 DEG C, the ambient temperature and moisture of 50%RH when, the haze value of the contact adhesive is less than 1.0%.
11. pressure sensitive adhesion sheet, has base material and pressure sensitive adhesive layer, it is characterised in that the pressure sensitive adhesive layer includes right
It is required that the contact adhesive described in 8.
12. pressure sensitive adhesion sheet according to claim 11, it is characterised in that the base material is optical component.
13. pressure sensitive adhesion sheet, have two panels stripping film and in a manner of the release surface with the two panels stripping film connects it is described
The pressure sensitive adhesive layer of stripping film clamping, it is characterised in that the pressure sensitive adhesive layer includes pressure-sensitive viscous described in claim 8
Mixture.
14. pressure sensitive adhesion sheet according to claim 13, it is characterised in that the pressure sensitive adhesion sheet is for by two panels glass
The pressure sensitive adhesion sheet of glass substrate fitting.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710583306.8A CN107216837B (en) | 2013-03-04 | 2014-03-04 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, and pressure-sensitive adhesive sheet |
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| Application Number | Priority Date | Filing Date | Title |
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| JP2013-041769 | 2013-03-04 | ||
| JP2013041769A JP6216519B2 (en) | 2013-03-04 | 2013-03-04 | Adhesive composition, adhesive and adhesive sheet |
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| CN201710583306.8A Division CN107216837B (en) | 2013-03-04 | 2014-03-04 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, and pressure-sensitive adhesive sheet |
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| Publication Number | Publication Date |
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| CN104031582A CN104031582A (en) | 2014-09-10 |
| CN104031582B true CN104031582B (en) | 2018-05-15 |
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| CN201410075584.9A Active CN104031582B (en) | 2013-03-04 | 2014-03-04 | Pressure-sensitive-adhesive composition, contact adhesive and pressure sensitive adhesion sheet |
| CN201710583306.8A Active CN107216837B (en) | 2013-03-04 | 2014-03-04 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, and pressure-sensitive adhesive sheet |
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| CN201710583306.8A Active CN107216837B (en) | 2013-03-04 | 2014-03-04 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, and pressure-sensitive adhesive sheet |
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| Country | Link |
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| JP (1) | JP6216519B2 (en) |
| KR (2) | KR102314962B1 (en) |
| CN (2) | CN104031582B (en) |
| TW (1) | TWI628250B (en) |
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| JP6826362B2 (en) * | 2015-06-30 | 2021-02-03 | リンテック株式会社 | Adhesive sheet |
| JP2017132872A (en) * | 2016-01-27 | 2017-08-03 | 日東電工株式会社 | Adhesive composition, adhesive member, optical member, and electronic member |
| KR102358557B1 (en) * | 2016-08-17 | 2022-02-04 | 미쯔비시 케미컬 주식회사 | Acrylic pressure-sensitive adhesive composition, and pressure-sensitive adhesive made using the same, pressure-sensitive adhesive for polarizing plate, and image display device |
| CN108753182A (en) * | 2018-05-23 | 2018-11-06 | 广东东立新材料科技股份有限公司 | A kind of OCA optical cements haveing excellent performance, optical adhesive tape and preparation method thereof |
| CN108753181A (en) * | 2018-05-23 | 2018-11-06 | 广东东立新材料科技股份有限公司 | A kind of organic-silicon-modified OCA optical cements, optical adhesive tape and preparation method thereof |
| KR20220153087A (en) | 2020-03-24 | 2022-11-17 | 닛토덴코 가부시키가이샤 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive and pressure-sensitive adhesive sheet |
| WO2021193718A1 (en) | 2020-03-24 | 2021-09-30 | 日東電工株式会社 | Adhesive sheet and adhesive sheet with release liner |
| WO2021193720A1 (en) | 2020-03-24 | 2021-09-30 | 日東電工株式会社 | Adhesive optical film |
| KR20220156055A (en) | 2020-03-24 | 2022-11-24 | 닛토덴코 가부시키가이샤 | Interlayer sheet, interlayer sheet with release liner, and optical laminate |
| CN115335634A (en) | 2020-03-24 | 2022-11-11 | 日东电工株式会社 | Light emitting device |
| KR20220153085A (en) | 2020-03-24 | 2022-11-17 | 닛토덴코 가부시키가이샤 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive and pressure-sensitive adhesive sheet |
| KR20210150198A (en) * | 2020-06-03 | 2021-12-10 | 동우 화인켐 주식회사 | Primer Composition and Hard Coating Film Using the Same |
| CN112175553A (en) * | 2020-10-28 | 2021-01-05 | 南京汇鑫光电材料有限公司 | High-refractive-index OCA (optically clear adhesive) |
| CN112745786A (en) * | 2021-01-12 | 2021-05-04 | 江苏斯迪克新材料科技股份有限公司 | Optical adhesive with high refractive index and preparation method thereof |
| WO2023013399A1 (en) | 2021-08-03 | 2023-02-09 | 日東電工株式会社 | Adhesive composition and adhesive sheet |
| KR20240041975A (en) | 2021-08-03 | 2024-04-01 | 닛토덴코 가부시키가이샤 | Adhesives and adhesive sheets |
| JP2023038116A (en) * | 2021-09-06 | 2023-03-16 | 日東電工株式会社 | Refractive index adjustment agent and use thereof |
| CN113755101A (en) * | 2021-09-07 | 2021-12-07 | 常州都铂高分子有限公司 | Glue composition with good re-peeling property |
| JP2023041990A (en) | 2021-09-14 | 2023-03-27 | 日東電工株式会社 | Adhesive composition and pressure sensitive adhesive sheet |
| JP2023151516A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | Adhesive and adhesive sheet |
| JP2023151517A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | Adhesive composition and adhesive |
| JP2023151515A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | Silicone-based plasticizer and use thereof |
| JP2023151518A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | adhesive |
| JP2023151519A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | Light-emitting device |
| JP2023151520A (en) | 2022-03-31 | 2023-10-16 | 日東電工株式会社 | Adhesive optical film, and laminate sheet |
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| DE60015394T3 (en) * | 1999-10-28 | 2009-04-16 | 3M Innovative Properties Co., Saint Paul | ADHESIVE ADHESIVES WITH HIGH BREAKING INDEX |
| JP3838196B2 (en) * | 2002-12-24 | 2006-10-25 | ブラザー工業株式会社 | Electronics |
| JP4515357B2 (en) * | 2005-01-27 | 2010-07-28 | リンテック株式会社 | Adhesive for polarizing plate, polarizing plate with adhesive and method for producing the same |
| JP3997270B2 (en) * | 2005-11-21 | 2007-10-24 | 綜研化学株式会社 | Optical film pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet, and optical member using the same |
| JP2006206904A (en) * | 2006-01-20 | 2006-08-10 | Nippon Synthetic Chem Ind Co Ltd:The | Pressure-sensitive adhesive film |
| US20090105437A1 (en) * | 2007-10-19 | 2009-04-23 | 3M Innovative Properties Company | High refractive index pressure-sensitive adhesives |
| JP5591477B2 (en) | 2008-03-13 | 2014-09-17 | 日東電工株式会社 | Optical member pressure-sensitive adhesive composition, optical member pressure-sensitive adhesive layer, pressure-sensitive adhesive optical member, transparent conductive laminate, touch panel, and image display device |
| IN2012DN02720A (en) * | 2009-09-29 | 2015-09-11 | Lintec Corp | |
| JP5595034B2 (en) * | 2009-12-28 | 2014-09-24 | リンテック株式会社 | Adhesive composition, adhesive and adhesive sheet |
| JP5517716B2 (en) * | 2010-04-14 | 2014-06-11 | 日東電工株式会社 | Pressure-sensitive adhesive composition for conductive film, pressure-sensitive adhesive sheet, and conductive film |
| JP2012077299A (en) * | 2010-09-10 | 2012-04-19 | Nippon Synthetic Chem Ind Co Ltd:The | Pressure-sensitive adhesive composition, pressure-sensitive adhesive, pressure-sensitive adhesive for optical member, optical member with pressure-sensitive adhesive layer, image display device |
| JP6097474B2 (en) * | 2010-12-13 | 2017-03-15 | 日東電工株式会社 | Optical film pressure-sensitive adhesive composition, optical film pressure-sensitive adhesive layer, pressure-sensitive adhesive optical film, and image display device |
| JP5604321B2 (en) * | 2011-01-26 | 2014-10-08 | 綜研化学株式会社 | Alkali-peelable pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet using the same |
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| Publication number | Publication date |
|---|---|
| CN104031582A (en) | 2014-09-10 |
| KR102314962B1 (en) | 2021-10-19 |
| CN107216837A (en) | 2017-09-29 |
| CN107216837B (en) | 2020-01-17 |
| KR20210112281A (en) | 2021-09-14 |
| JP2014169382A (en) | 2014-09-18 |
| TWI628250B (en) | 2018-07-01 |
| JP6216519B2 (en) | 2017-10-18 |
| TW201443182A (en) | 2014-11-16 |
| KR20140109265A (en) | 2014-09-15 |
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