WO2005111167A1 - Composition adhésive sensible à la pression - Google Patents

Composition adhésive sensible à la pression Download PDF

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Publication number
WO2005111167A1
WO2005111167A1 PCT/JP2005/008672 JP2005008672W WO2005111167A1 WO 2005111167 A1 WO2005111167 A1 WO 2005111167A1 JP 2005008672 W JP2005008672 W JP 2005008672W WO 2005111167 A1 WO2005111167 A1 WO 2005111167A1
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WO
WIPO (PCT)
Prior art keywords
meth
molecular weight
acrylic polymer
sensitive adhesive
adhesive composition
Prior art date
Application number
PCT/JP2005/008672
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English (en)
Japanese (ja)
Inventor
Sadahiko Nishina
Takayuki Tokuyama
Original Assignee
Soken Chemical & Engineering Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Soken Chemical & Engineering Co., Ltd. filed Critical Soken Chemical & Engineering Co., Ltd.
Priority to JP2006513547A priority Critical patent/JPWO2005111167A1/ja
Publication of WO2005111167A1 publication Critical patent/WO2005111167A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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

Definitions

  • the present invention relates to a pressure-sensitive adhesive composition, and more particularly, to a pressure-sensitive adhesive composition having excellent physical properties such as not causing bleeding of low molecular weight components while achieving both durability and light leakage prevention properties.
  • the present invention relates to a pressure-sensitive adhesive composition advantageously used as a pressure-sensitive adhesive for optical films and the like.
  • Adhesives for optical films are durable to prevent foaming, floating and peeling of the optical film even under a high-temperature and high-humidity atmosphere, and flexibly follow dimensional changes of the optical film under a high-temperature atmosphere.
  • the optical film is a polarizing film
  • the two polarizing films are adhered to each other with an adhesive at a right angle to the polarizing axis, and the light leakage preventing property does not occur when the film is left under high temperature and high humidity. is needed.
  • an adherend such as a liquid crystal panel, even if the position shifts, an optical member (one having an adhesive on the optical film) that does not contaminate the adherend is covered. Reworkability for re-peeling from the body is also required.
  • an acrylic adhesive As an adhesive for such an optical film, an acrylic adhesive has been mainly used.
  • An acrylic pressure-sensitive adhesive which is obtained by blending a high-molecular-weight acrylic polymer and a medium- to low-molecular-weight substance and cross-linking is known as satisfying the above requirements. This is to improve the cohesion by cross-linking a high molecular weight acrylic polymer, to provide durability to prevent floating and peeling, and to prevent light leakage by containing a medium to low molecular weight substance. It is to do so.
  • Patent Document 1 JP-A-2002-341141
  • Patent Document 2 JP-A-2002-107507
  • Patent Document 3 JP 2003-049141 A
  • the present invention has been made in view of a strong technical background, and an object of the present invention is to eliminate bleed while maintaining good durability and light leakage-preventing properties, and to prevent contamination and severe damage at the time of re-peeling.
  • An object of the present invention is to provide a pressure-sensitive adhesive composition having a (meth) acrylic polymer that can suppress peeling under an environment.
  • the present invention is an adhesive composition comprising at least a (meth) acrylic polymer and a crosslinking agent, wherein the (meth) acrylic polymer satisfies the requirements (a) to (d)
  • the weight average molecular weight is 800,000 or more
  • the content of the molecular weight of 300,000 or less is 25% by mass or more based on the whole (meth) acrylic polymer.
  • Another object of the present invention is to provide a pressure-sensitive adhesive sheet provided with a pressure-sensitive adhesive layer obtained from the pressure-sensitive adhesive composition on at least one surface of a support.
  • the present invention provides an optical member provided with an adhesive layer obtained from the above adhesive composition on at least one surface of an optical film.
  • the pressure-sensitive adhesive composition of the present invention is prepared from a (meth) acrylic polymer that satisfies at least the above conditions (a) and (d) and a crosslinking agent.
  • the requirement (a) to be satisfied by the (meth) acrylic polymer is that its weight average molecular weight (hereinafter abbreviated as "Mw") is 800,000 or more. Preferably, it is 900,000 or more.
  • Mw weight average molecular weight
  • the amount is preferably 800,000 to 1.5 million.
  • Mw is less than 800,000, cohesion may be insufficient and durability may be insufficient.
  • the requirement (b) to be satisfied by the (meth) acrylic polymer is that the content of the component having a molecular weight of 300,000 or less in the polymer is determined based on the entire (meth) acrylic polymer. , 25% by mass or more. Preferably, it is at least 30% by mass. In contrast, the molecular weight is less than 300,000 If the content is less than 25% by mass, there may be a problem in light leakage prevention.
  • light leakage means that when two polarizing films are placed on each other, the polarizing surfaces are made perpendicular to each other, and both surfaces of a substrate such as glass are adhered with an adhesive, and heat is applied.
  • the light leakage prevention property refers to a performance capable of preventing such light leakage.
  • the pressure-sensitive adhesive cannot follow the shrinkage of the optical film due to heat, the above-described light leakage prevention property is deteriorated.
  • the requirement (c) to be satisfied by the (meth) acrylic polymer is that the horizontal axis is the molecular weight!
  • the molecular weight distribution curve of the portion having a molecular weight of 300,000 or less is shown.
  • the slope of the simple regression line applied to is 0 or more.
  • a method for obtaining a molecular weight distribution chart for judging the requirement (c) and the requirement (d) described later is obtained by gel permeation chromatography (hereinafter, abbreviated as “GPC”).
  • the shape of the molecular weight distribution chart generally differs depending on the measurement conditions such as the GPC column. Force The slope of the simple regression line, the coefficient of determination, etc. in the present invention are defined based on the molecular weight distribution chart measured under the GPC measurement conditions in the examples. Is done.
  • the “molecular weight distribution chart in which the horizontal axis is a linear scale with respect to the molecular weight” refers to a molecular weight in which the horizontal axis is a logarithmic scale commonly used for displaying molecular weight, etc. Refers to a distribution chart.
  • the molecular weight on the horizontal axis is calibrated with standard polystyrene, etc., and the simple regression line is obtained by approximating the curve with a straight line using the least squares method according to the usual method. Desired.
  • the slope of a simple regression line obtained by using the least squares method in the above molecular weight range is 0 or more. If the slope is less than 0, it means that there is another peak on the low molecular weight side than the molecular weight of 300,000.If such a (meth) acrylic polymer is used, the low molecular weight component bleeds on the surface. However, contamination at the time of re-peeling or peeling at the time of cold / hot site may occur.
  • the requirement (d) to be satisfied by the (meth) acrylic polymer is that the coefficient of determination in the simple regression line is 0.8 or more.
  • the coefficient of determination means r 2 in the following equation (1) is a value indicating the degree of deviation of the simple regression line obtained by the least squares method from the actual molecular weight distribution curve with 1 as an upper limit. is there. [0020] [number 1]
  • Equation (2) is a calculated value (theoretical value) and is a value on a simple regression line. Therefore, y — ⁇ ; is the difference between the measured value and the calculated value at each point and at each molecular weight.
  • the coefficient of determination defined by equation (1) is 0.8 or more. If it is less than 0.8, the low molecular weight component bleeds, and the adverse effect due to the bleeding may become a non-negligible level, causing problems such as contamination at the time of re-peeling and peeling at the time of cooling / heating cycle.
  • the (meth) acrylic polymer used in the present invention is not particularly limited as long as it satisfies all of the above requirements (a) and (d).
  • Such a (meth) acrylic polymer can be obtained by (co) polymerizing a commonly used (co) polymerizable (meth) acrylic monomer by the method described below.
  • the (meth) acrylic polymer used in the production of the (meth) acrylic polymer used in the present invention Noomers are not particularly limited, but specific examples include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, and (meth) acrylate.
  • Epoxy group-containing monomers such as glycidyl (meth) atalylate; N, N-dimethylaminoethyl (meth) atalylate, N, N-dimethylaminopropyl (meth) atalylate, morpholinoethyl (meth) ataly Monomer containing an amino group such as acrylate; monomer containing an organic silicon group such as trimethylsiloxetyl (meth) phthalate and ⁇ - (meth) atalyloxypropyltrimethoxysilane; diphenyl- 2- (meth) atalyloyl Phosphorus-containing monomers such as xicetyl phosphate, 2- (meth) acryloyloxyshethyl acid phosphate, and hydraprolataton-modified 2- (meth) atalyloyl roxityl acid phosphate; (meth) atalyloyl iso
  • a (meth) acrylic monomer having a benzene ring such as phenoxethyl acrylate or benzyl acrylate is used in an amount of 10 to 70% by mass of the total amount of the (meth) acrylic monomer. It is preferable to use it at a ratio of preferably 30 to 50% by mass because light leakage resistance is improved.
  • the copolymer component of the (meth) acrylic polymer is preferably a combination of at least an alkyl (meth) acrylate and a functional group-containing (meth) acrylic monomer. Specifically, butyl acrylate, ethyl acrylate, benzyl acrylate, 2-phenoxyethyl acrylate, 2-hydroxyethyl acrylate, 4-hydroxybutyl (meth) acrylate, (meth) acrylic acid, (meth) acrylic acid 2) Carboxyethyl acrylate or the like is used.
  • acrylic monomers are (meth) acrylic Sana alkyl ester 59 to 99.5 mass 0/0, the functional group-containing (meth) acrylic monomer from 0.5 to 40 mass %, And more preferably 70 to 99.5% by mass of a (meth) acrylic acid alkyl ester, and 0.5 to 20% by mass of a functional group-containing (meth) acrylic monomer.
  • a copolymer component constituting the (meth) acrylic polymer a copolymer component other than the above (meth) acrylic monomer can be used.
  • powerful copolymer components include styrene, hydroxystyrene, chlorostyrene, bromostyrene, methylstyrene, methoxystyrene, tert-butoxystyrene, tert-butoxycarbonylstyrene, tert-butoxycarbonyloxystyrene, and 2,4-diphenyl-4.
  • Styrenes such as 1-methyl-1 pentene and ⁇ -methylstyrene; Butyl compounds such as 2-ethylhexyl butyl, ⁇ bulcarbazole, ⁇ bulpyrrolidone; aryl compounds such as aryl acetate and arylglycidyl ether; carboxyl-containing monomers such as itaconic acid, crotonic acid and fumaric acid; Maleic acid Monomer containing acid anhydride residue such as trimethoxysilane, aryltrimethoxysilane, trimethoxysilylpropylarylamine, 2-methoxyethoxytrimethoxysilane and the like; monomer containing acid anhydride residue such as acrylamide Things and the like. These are preferably used at a ratio of 0 to 10% by mass in the (meth) acrylic polymer.
  • the (meth) acrylic polymer having the above requirements (a) and (d) of the present invention is not limited to the following production method, but may be produced by the following method, for example. Can be.
  • polymers having a plurality of molecular weights are separately synthesized, and are blended so as to satisfy the requirements (a) to (d).
  • the number of polymers to be compounded is not particularly limited as long as it is plural, but 2 to 10 is preferable, and 3 to 5 is particularly preferable.
  • a polymer having a molecular weight peak at 1,000,000 to 1.5 million a polymer having a molecular weight peak at 50,000 to 300,000, a polymer having a molecular weight peak at 10,000 to 40,000, and the like.
  • the copolymerization components and their component ratios may be different or may be substantially the same, but are preferably substantially the same.
  • a plurality of reaction conditions are sequentially performed so as to satisfy the requirements (a) to (d) to obtain a (meth) acrylic polymer.
  • a method in which the reaction conditions are changed by adjusting the reaction temperature, the type and amount of the polymerization initiator, the type and amount of the chain transfer agent, the monomer concentration, and the polymerization time to carry out the polymerization in multiple stages may be mentioned.
  • a monomer, an initiator, and, if necessary, a solvent are charged into a reaction vessel, and after the reaction vessel is replaced with nitrogen, the temperature is raised to the reaction temperature to start the reaction.
  • the monomer conversion rate (polymerization rate) power reaches about 30% to 70%, an initiator is added, and if necessary, the reaction is allowed to proceed while the solvent is added dropwise. Until the polymerization rate reaches about 100%, a method in which polymerization is performed in multiple stages by appropriately adding an initiator and a chain transfer agent, adjusting the reaction temperature, the reaction time, and the like.
  • the (meth) acrylic polymer of the present invention can be synthesized by a conventional method.
  • the type of the polymerization reaction in the polymerization is not particularly limited, but radical solution polymerization is preferred. Further, since almost no residual monomer remains after the polymerization, a method in which polymerization is performed in multiple stages is more preferable than a method in which polymers having a plurality of molecular weights are mixed.
  • the polymerization initiator used in the polymerization reaction is not particularly limited as long as a desired degree of polymerization and degree of polymerization can be obtained.
  • the polymerization initiator may be used alone or in combination of a plurality of types. However, in the case of performing polymerization in multiple stages, an azo-based initiator which forms a polymer structure having a relatively large molecular weight and having no branch is used as the initial initiator. It is preferable to use a peroxide-based initiator with good initiator efficiency as the additional carohydrate initiator in order to improve cohesion and increase the polymerization rate.
  • a general-purpose chain transfer agent can be used as needed.
  • the polymerization temperature The polymerization conditions such as nitrogen substitution are not particularly limited as long as the conditions satisfying the requirements (a) to (d) can be obtained.
  • the value MwZMn obtained by dividing the weight average molecular weight (Mw) of the (meth) acrylic polymer by the number average molecular weight (hereinafter abbreviated as “Mn”) is 20%.
  • Mw weight average molecular weight
  • Mn number average molecular weight
  • the above conditions are preferable in order to prevent light leakage due to the inclusion of a low molecular weight substance, and also to prevent contamination by bleed and peeling during a thermal cycle. Particularly preferably, it is 30 or more.
  • the glass transition point (hereinafter abbreviated as "Tg") of the (meth) acrylic polymer is not particularly limited as long as it is in a range showing good tackiness.
  • the temperature is preferably 0 ° C or lower, particularly preferably ⁇ 70 ° C. to ⁇ 20 ° C.
  • the crosslinking agent which is another essential component of the pressure-sensitive adhesive of the present invention, is a compound capable of reacting or interacting with the functional group of the (meth) acrylic polymer.
  • the crosslinking agent is not particularly limited, but isocyanate-based crosslinking agents, epoxy-based crosslinking agents, and the like are preferably used.
  • the isocyanate-based cross-linking agent is a compound having two or more isocyanate groups in the molecule, and specifically, tolylene diisocyanate, chlorophen-diisocyanate, and hexamethylene diiso- nate.
  • Isocyanate conjugates such as cyanate, tetramethylene diisocyanate, isophorone diisocyanate, diphenyl methane diisocyanate, hydrogenated diphenyl methane diisocyanate, and trimethylolpropane, pentaerythritol, glycerin, etc.
  • the isocyanate compound, the isocyanurate compound, the buret type compound, and the like obtained by the addition reaction to the divalent or higher valent alcohol compound.
  • urethane prepolymer-type isocyanates obtained by adding an isocyanate conjugate to known polyether polyols, polyester polyols, acrylic polyols, polybutadiene polyols, polyisoprene polyols and the like can be mentioned.
  • the epoxy-based crosslinking agent is a compound having two or more epoxy groups in its molecule. Specifically, bisphenol A epichlorohydrin type epoxy resin, ethylene glycidyl Ether, polyethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, 1,6-hexanediol daricidyl ether, trimethylolpropane triglycidyl ether, diglycidyl dilinyl, dia Mingrisidinoleamine, ⁇ , ⁇ , ⁇ ', ⁇ '-tetraglycidyl-1-m-xylylenediamine, 1,3-bis ( ⁇ , ⁇ '-diamineglycidylaminomethyl) cyclohexane, and the like. These crosslinking agents are used alone or in combination of two or more.
  • the mixing ratio of the (meth) acrylic polymer and the crosslinking agent is not particularly limited, but is 0% based on 100 parts by weight of the (meth) acrylic polymer. 0.001 to 5 parts by weight are preferred, and 0.005 to 3 is particularly preferred. In the case of an isocyanate-based crosslinking agent, 0.01 to 5 parts by weight is preferred, and 0.1 to 3 parts by weight is particularly preferred. In the case of an epoxy crosslinking agent, 0.001 to 0.5 part by weight is preferred, and 0.005 to 0.3 part by weight is particularly preferred.
  • a tackifier In the production of the pressure-sensitive adhesive composition of the present invention, in addition to the above essential components, if necessary, a tackifier, an inorganic or organic filler, a thickener, a foaming agent, a dye, a pigment, an antioxidant And a flame retardant.
  • the pressure-sensitive adhesive composition of the present invention obtained as described above can be applied to various applications, such as a polarizing film, a retardation film, an optical compensation film, a brightness enhancement film, and an antiglare sheet. It is suitably used for pressure-sensitive adhesive sheets for optical films used for liquid crystal displays and the like. Among them, it is particularly preferable to use the adhesive sheet for a polarizing film.
  • Such a pressure-sensitive adhesive sheet is prepared by applying the pressure-sensitive adhesive composition of the present invention to a suitable support, for example, a polyethylene terephthalate film, a non-woven fabric, or the like, if necessary, distilling off the solvent and cross-linking if necessary. It can be obtained by performing a reaction.
  • a suitable support for example, a polyethylene terephthalate film, a non-woven fabric, or the like, if necessary, distilling off the solvent and cross-linking if necessary. It can be obtained by performing a reaction.
  • the optical film can be used as an optical member having at least one surface provided with a pressure-sensitive adhesive layer obtained from the pressure-sensitive adhesive composition of the present invention.
  • the optical member means a member having an adhesive on the surface of an optical film such as a polarizing film.
  • the optical member can also be obtained by adhering an adhesive sheet to an optical film, or by applying a pressure-sensitive adhesive composition to the surface of the optical film and then performing a crosslinking reaction or the like.
  • the pressure-sensitive adhesive composition of the present invention described above can suppress contamination at the time of re-peeling by bleeding of low molecular weight components and peeling under severe conditions while achieving both durability and light leakage prevention.
  • the (meth) acrylic polymer satisfies the requirements (a) and (d), so that polymers having a high molecular weight and a low molecular weight have a gap between each other.
  • the low molecular weight polymer is easily retained in the system, and the compatibility of the entire (meth) acrylic polymer having such a wide molecular weight distribution is improved. It is considered that the bleeding of the low molecular weight component could be suppressed.
  • AIBN azo-based polymerization initiator
  • the solution of the pressure-sensitive adhesive composition was applied to the surface of the polyester film subjected to the release treatment and dried to obtain a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer having a thickness of 25 m.
  • This adhesive sheet was adhered to one side of a polarizing film, and aged at a temperature of 23 ° C. and a humidity of 65% for 7 days to obtain an optical member.
  • Example 2 In Example 1, butyl acrylate (99 parts), 2-hydroxyethyl acrylate (1 part) were replaced with butyl acrylate (96 parts) and acrylic acid (4 parts) in the same manner as in Example 1 except that the weight average molecular weight was 1.1 million ( A (meth) acrylic polymer solution was obtained.
  • the polymer solutions A to D separately prepared by the following methods were mixed at the following ratio to obtain a (meth) acrylic polymer solution having a weight average molecular weight of 1,230,000.
  • Polymer solution A 100 parts as polymer (solid content)
  • Polymer solution B Amount corresponding to 2 parts as polymer (solid content)
  • Polymer solution C Amount equivalent to 4 parts as polymer (solid content)
  • Polymer solution D Amount corresponding to 2 parts as polymer (solid content)
  • Example 1 the weight-average molecular weight of 720,000 was changed in the same manner as in Example 1 except that the amount of ethyl acetate initially charged was changed from 120 parts to 140 parts, and further 10 parts of toluene was added. A (meth) acrylic polymer solution was obtained.
  • An optical member was obtained in the same manner as in Example 1 using the obtained (meth) acrylic polymer solution.
  • An optical member was obtained in the same manner as in Example 1 using the obtained (meth) acrylic polymer solution.
  • HLC-8120GPC Toso-Ichisha
  • GPC column configuration The following 5-columns (all manufactured by Tosoh Corporation)
  • FIG. 1 shows a molecular weight distribution chart of only the portion of the (meth) acrylic polymer produced in Example 1 having a molecular weight of 300,000 or less.
  • GPC measurement power of (meth) acrylic polymers produced in Examples 1 to 5 and Comparative Examples 1 to 3 Table 1 shows the obtained numerical values.
  • Each of the optical members obtained in Examples 1 to 5 and Comparative Examples 1 to 3 was evaluated to have a size of 240 mm x 140 mm and 31 Omm x 230 mm by the following evaluation method.
  • Table 2 shows the results for 240 mm x 140 mm
  • Table 3 shows the results for 310 mm x 230 mm.
  • the optical member was attached to one side of a non-alkali glass plate using a laminator roll, and then held in an autoclave adjusted to 50 ° C and 5 atm for 20 minutes to prepare a test plate.
  • Two test plates were prepared and left for 500 hours at a temperature of 60 ° C and a humidity of 95% RH, respectively, and left for 500 hours at a temperature of 85 ° C. The occurrence of cracks was visually observed and evaluated.
  • ⁇ Stiffness with no defective appearance such as foaming, peeling or cracking
  • the optical member was adhered to one side of a non-alkali glass plate using a laminator roll, and then held in an autoclave adjusted to 50 ° C and 5 atm for 20 minutes to prepare a test plate.
  • a thermal shock equipment TSA-71L-A manufactured by Espec Co., Ltd. the cooling and heating cycle was repeated 200 times, one cycle of 40 ° C for 30 minutes and 80 ° C for 30 minutes, and foaming of optical members Floating and peeling were visually observed and evaluated according to the following criteria.
  • Two optical members are attached to the front and back of an alkali-free glass plate using a laminator roll so that they are orthogonal to each other, and then placed in an autoclave adjusted to 50 ° C and 5 atm.
  • the test plate was prepared by holding for 20 minutes.
  • the prepared test plate was allowed to stand at 85 ° C. for 500 hours, and the light leakage prevention property was visually observed and evaluated according to the following criteria.
  • the optical member is attached to one side of a non-alkali glass plate using a laminator roll, and then held in an autoclave adjusted to 50 ° C and 5 atm for 20 minutes, at an atmosphere of 23 ° C and 65% humidity.
  • a test plate was prepared by allowing the plate to stand for 24 hours.
  • test plate glass optical member thus produced was peeled off, and the adherend (non-alkali glass plate) was visually observed for contamination, and evaluated according to the following criteria.
  • ⁇ The adherence did not show any contamination
  • the adhesive composition can be provided, it can be applied to various uses such as a pressure-sensitive adhesive sheet for an optical film such as a polarizing film and a retardation film.
  • FIG. 1 is a diagram showing a molecular weight distribution curve of a portion of a (meth) acrylic polymer obtained in Example 1 having a molecular weight of 300,000 or less and a simple regression line fitted to the molecular weight distribution curve.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention concerne une composition adhésive sensible à la pression, à base de polymère (méth)acrylique, qui tout en assurant une excellente durabilité et la prévention de fuites de lumière, permet d'éviter tout risque de suintement et de supprimer tout risque de maculage au moment de l'élimination et tout risque de détachement dans des conditions difficiles. L'invention concerne une composition adhésive sensible à la pression, à base de polymère (méth)acrylique, comprenant au moins un polymère (méth)acrylique et un agent de réticulation, qui se caractérise en ce que le polymère (méth)acrylique satisfait à toutes les exigences: (a) le poids moléculaire moyen en poids = 80x104; (b) la teneur en composants de poids moléculaire = 30x104 étant = 25% en poids, sur la base du poids total du polymère (méth)acrylique; (c) dans un diagramme de distribution de poids moléculaire, dont l'axe des abscisses est un poids moléculaire à progression linéaire, le gradient de simple ligne droite de régression linéaire est appliqué à la courbe de distribution du poids moléculaire de la zone de poids moléculaire = 30x104 étant = 0, et (d) dans la simple ligne droite de régression linéaire, le coefficient de détermination est = 0,8.
PCT/JP2005/008672 2004-05-19 2005-05-12 Composition adhésive sensible à la pression WO2005111167A1 (fr)

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JP2007169329A (ja) * 2005-12-19 2007-07-05 Saiden Chemical Industry Co Ltd 光学用粘着剤組成物および粘着シート
JP2008044984A (ja) * 2006-08-11 2008-02-28 Toyo Ink Mfg Co Ltd 粘着組成物および該粘着組成物を用いた粘着フィルム
WO2008090936A1 (fr) * 2007-01-22 2008-07-31 Sumitomo Chemical Company, Limited Film optique ayant un agent adhésif et laminé optique
JP2010064346A (ja) * 2008-09-10 2010-03-25 Asahi Kasei E-Materials Corp 積層体の保管方法
JP2010126722A (ja) * 2008-11-26 2010-06-10 Toray Saehan Inc 光漏れ制御用粘着剤組成物及びその組成物の塗布されたディスプレイ装置用光学フィルム
JP2010229246A (ja) * 2009-03-26 2010-10-14 Daio Paper Corp 粘着シート
WO2012081542A1 (fr) * 2010-12-13 2012-06-21 日東電工株式会社 Composition adhésive pour films optiques, couche adhésive pour films optiques, film optique adhésif et dispositif d'affichage d'image
WO2012081538A1 (fr) * 2010-12-13 2012-06-21 日東電工株式会社 Composition adhésive pour films optiques, couche adhésive pour films optiques, film optique adhésif et dispositif d'affichage d'image
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JP2010126722A (ja) * 2008-11-26 2010-06-10 Toray Saehan Inc 光漏れ制御用粘着剤組成物及びその組成物の塗布されたディスプレイ装置用光学フィルム
JP2010229246A (ja) * 2009-03-26 2010-10-14 Daio Paper Corp 粘着シート
WO2012081542A1 (fr) * 2010-12-13 2012-06-21 日東電工株式会社 Composition adhésive pour films optiques, couche adhésive pour films optiques, film optique adhésif et dispositif d'affichage d'image
WO2012081538A1 (fr) * 2010-12-13 2012-06-21 日東電工株式会社 Composition adhésive pour films optiques, couche adhésive pour films optiques, film optique adhésif et dispositif d'affichage d'image
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JP2012140579A (ja) * 2010-12-13 2012-07-26 Nitto Denko Corp 光学フィルム用粘着剤組成物、光学フィルム用粘着剤層、粘着型光学フィルム、および画像表示装置
JP2012167160A (ja) * 2011-02-14 2012-09-06 Lintec Corp 難燃性粘着剤組成物、難燃性粘着テープおよび難燃性粘着シート
JP2012214547A (ja) * 2011-03-31 2012-11-08 Lintec Corp 粘着性組成物、粘着剤および粘着シート
JP2012184432A (ja) * 2012-05-02 2012-09-27 Saiden Chemical Industry Co Ltd 光学用粘着剤組成物および粘着シート

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