JP2017132871A - Adhesive composition, adhesive member, optical member, and electronic member - Google Patents

Adhesive composition, adhesive member, optical member, and electronic member Download PDF

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JP2017132871A
JP2017132871A JP2016013090A JP2016013090A JP2017132871A JP 2017132871 A JP2017132871 A JP 2017132871A JP 2016013090 A JP2016013090 A JP 2016013090A JP 2016013090 A JP2016013090 A JP 2016013090A JP 2017132871 A JP2017132871 A JP 2017132871A
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pressure
sensitive adhesive
adhesive composition
meth
weight
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翔悟 佐々木
Shogo Sasaki
翔悟 佐々木
創矢 徐
Soya Jo
創矢 徐
浩司 設樂
Koji Shitara
浩司 設樂
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Nitto Denko Corp
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Nitto Denko Corp
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Priority to JP2016013090A priority Critical patent/JP2017132871A/en
Priority to KR1020170007894A priority patent/KR20170089764A/en
Priority to CN201710060531.3A priority patent/CN107011835A/en
Priority to TW106102834A priority patent/TWI789344B/en
Priority to CN202111137217.3A priority patent/CN113831867B/en
Publication of JP2017132871A publication Critical patent/JP2017132871A/en
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
    • C09J133/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F120/10—Esters
    • C08F120/12—Esters of monohydric alcohols or phenols
    • C08F120/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F120/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00—Applications
    • C08L2203/20—Applications use in electrical or conductive gadgets
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • 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

Abstract

PROBLEM TO BE SOLVED: To provide an adhesive composition forming an adhesive layer excellent in stress dispersion; an adhesive member having an adhesive layer formed from the adhesive composition; and an optical member and an electronic member having the adhesive member.SOLUTION: There is provided an adhesive composition which is an adhesive composition containing a polymer (A) having a monomer unit derived from (meth)acrylic acid alkyl ester, where a loss tangent tanδ of an adhesive layer formed by curing the adhesive composition in the whole temperature range of -40°C-150°C is 0.10 or more.SELECTED DRAWING: Figure 1

Description

本発明は、粘着剤組成物、該粘着剤組成物から形成される粘着剤層を有する粘着部材、該粘着部材を備えた光学部材や電子部材に関する。   The present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive member having a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition, an optical member and an electronic member provided with the pressure-sensitive adhesive member.

ＬＣＤを用いたタッチパネル、カメラのレンズ部、電子機器などの光学部材や電子部材には、剛性や耐衝撃性を付与するために、露出面側に粘着性フィルムが貼着されていることがある（例えば、特許文献１）。このような粘着性フィルムは、通常、基材層と粘着剤層を有する。   An optical film or electronic member such as a touch panel using an LCD, a lens part of a camera, or an electronic device may have an adhesive film attached to the exposed surface side in order to provide rigidity and impact resistance. (For example, patent document 1). Such an adhesive film usually has a base material layer and an adhesive layer.

上記のような光学部材や電子部材には、組み立て時、加工時、輸送時、使用時などの各種場面において、押し込み力による負荷がかかることがあり、かかる負荷によって光学部材や電子部材が破損してしまうという問題が生じる。   The optical member and electronic member as described above may be subjected to a load due to the pushing force in various situations such as assembly, processing, transportation, and use, and the optical member and electronic member may be damaged by the load. Problem arises.

特開２０１４−２３４４６０号公報JP 2014-234460 A

粘着性フィルムとして、優れた応力分散性を有する応力分散フィルムを採用することに着目し、このような応力分散フィルムに設けられる粘着剤層の形成材料について検討を行った。   Focusing on adopting a stress dispersion film having excellent stress dispersibility as an adhesive film, studies were made on a material for forming an adhesive layer provided on such a stress dispersion film.

本発明の課題は、応力分散性に優れた粘着剤層を形成する粘着剤組成物、該粘着剤組成物から形成される粘着剤層を有する粘着部材、該粘着部材を備えた光学部材や電子部材を提供することにある。   The subject of this invention is the adhesive composition which forms the adhesive layer excellent in stress dispersibility, the adhesive member which has an adhesive layer formed from this adhesive composition, the optical member provided with this adhesive member, and an electronic It is to provide a member.

本発明の粘着剤組成物は、
（メタ）アクリル酸アルキルエステル由来の単量体単位を有する重合体（Ａ）を含む粘着剤組成物であって、
−４０℃〜１５０℃の全温度領域における、該粘着剤組成物を硬化して形成される粘着剤層の損失正接ｔａｎδが０．１０以上である。 The pressure-sensitive adhesive composition of the present invention is
A pressure-sensitive adhesive composition comprising a polymer (A) having a monomer unit derived from (meth) acrylic acid alkyl ester,
The loss tangent tan δ of the pressure-sensitive adhesive layer formed by curing the pressure-sensitive adhesive composition in the entire temperature range of −40 ° C. to 150 ° C. is 0.10 or more.

一つの実施形態においては、上記（メタ）アクリル酸アルキルエステル由来の単量体単位が、炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）である。   In one embodiment, the monomer unit derived from the (meth) acrylic acid alkyl ester has a monomer unit derived from the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as the alkyl ester moiety. (I).

一つの実施形態においては、上記重合体（Ａ）が、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）を有する。   In one embodiment, the polymer (A) has a monomer unit (II) derived from a (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule.

一つの実施形態においては、本発明の粘着剤組成物は、２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤を含む。   In one embodiment, the pressure-sensitive adhesive composition of the present invention includes a bifunctional or higher functional organic polyisocyanate crosslinking agent and / or an epoxy crosslinking agent.

一つの実施形態においては、炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）と分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）とを有する重合体と、２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤とを含む粘着剤組成物であって、該粘着剤組成物中のＮＣＯ基のモル含有割合を［ＮＣＯ］とし、該粘着剤組成物中のエポキシ基のモル含有割合を［エポキシ］とし、該粘着剤組成物中のＯＨ基のモル含有割合を［ＯＨ］とし、該粘着剤組成物中のＣＯＯＨ基のモル含有割合を［ＣＯＯＨ］としたときに、０＜（［ＮＣＯ］＋［エポキシ］）／（［ＯＨ］＋［ＣＯＯＨ］）＜０．０５である。   In one embodiment, the monomer unit (I) derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as an alkyl ester moiety, and having an OH group and / or a COOH group in the molecule A pressure-sensitive adhesive composition comprising a polymer having a monomer unit (II) derived from a (meth) acrylic acid ester, and a bifunctional or higher functional organic polyisocyanate crosslinking agent and / or an epoxy crosslinking agent, The molar content of NCO groups in the pressure-sensitive adhesive composition is [NCO], the molar content of epoxy groups in the pressure-sensitive adhesive composition is [epoxy], and the molar content of OH groups in the pressure-sensitive adhesive composition is When the ratio is [OH] and the molar content of COOH groups in the pressure-sensitive adhesive composition is [COOH], 0 <([NCO] + [epoxy]) / ([OH] + [COOH]) It is 0.05.

一つの実施形態においては、本発明の粘着剤組成物は、一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステル由来の単量体単位を有する、重量平均分子量が１０００以上３００００未満の重合体（Ｂ）を含む。
ＣＨ２＝Ｃ（Ｒ１）ＣＯＯＲ２・・・（１）
（一般式（１）中、Ｒ１は水素原子またはメチル基であり、Ｒ２は脂環式構造を有する炭化水素基である。） In one embodiment, the pressure-sensitive adhesive composition of the present invention has a monomer unit derived from an alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) and has a weight average molecular weight of 1000. More than 30000 polymer (B) is included.
CH 2 = C (R 1 ) COOR 2 (1)
(In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 is a hydrocarbon group having an alicyclic structure.)

本発明の粘着部材は、上記粘着剤組成物から形成される粘着剤層を有する。   The pressure-sensitive adhesive member of the present invention has a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition.

本発明の光学部材は、上記粘着部材を備える。   The optical member of the present invention includes the above adhesive member.

本発明の電子部材は、上記粘着部材を備える。   The electronic member of the present invention includes the above adhesive member.

本発明によれば、応力分散性に優れた粘着剤層を形成する粘着剤組成物、該粘着剤組成物から形成される粘着剤層を有する粘着部材、該粘着部材を備えた光学部材や電子部材を提供することができる。   ADVANTAGE OF THE INVENTION According to this invention, the adhesive composition which forms the adhesive layer excellent in stress dispersibility, the adhesive member which has an adhesive layer formed from this adhesive composition, the optical member provided with this adhesive member, and an electronic A member can be provided.

本発明の一つの実施形態による粘着部材の概略断面図である。It is a schematic sectional drawing of the adhesion member by one embodiment of the present invention.

本明細書中で「（メタ）アクリル」との表現がある場合は、「アクリルおよび／またはメタクリル」を意味し、「（メタ）アクリレート」との表現がある場合は、「アクリレートおよび／またはメタクリレート」を意味する。また、本明細書中で「重量」との表現がある場合は、重さを示すＳＩ系単位として慣用されている「質量」と読み替えてもよい。   In the present specification, the expression “(meth) acryl” means “acryl and / or methacryl”, and the expression “(meth) acrylate” means “acrylate and / or methacrylate”. "Means. In addition, when there is an expression “weight” in the present specification, it may be read as “mass” which is commonly used as an SI system unit indicating weight.

本明細書中で「（ａ）由来の単量体単位（Ａ）」との表現がある場合は、単量体単位（Ａ）は、単量体（ａ）が有する不飽和二重結合が重合によって開裂して形成される構造単位である。なお、不飽和二重結合が重合によって開裂して形成される構造単位とは、「ＲｐＲｑＣ＝ＣＲｒＲｓ」の構造（Ｒｐ、Ｒｑ、Ｒｒ、Ｒｓは、炭素原子と単結合で結合する任意の適切な基）の不飽和二重結合「Ｃ＝Ｃ」が重合によって開裂して形成される「−ＲｐＲｑＣ−ＣＲｒＲｓ−」の構造単位である。   In the present specification, when there is an expression “(a) derived monomer unit (A)”, the monomer unit (A) has an unsaturated double bond of the monomer (a). It is a structural unit formed by cleavage by polymerization. Note that a structural unit formed by cleavage of an unsaturated double bond by polymerization means a structure of “RpRqC = CRrRs” (Rp, Rq, Rr, Rs is any suitable bond bonded to a carbon atom through a single bond). Is a structural unit of “—RpRqC—CRrRs—” formed by cleavage of the unsaturated double bond “C═C” of the group) by polymerization.

本明細書中で、重合体中の単量体単位の含有割合は、例えば、該重合体の各種構造解析（例えば、ＮＭＲなど）によって知ることができる。また、上記のような各種構造解析を行わなくても、重合体を製造する際に用いる各種単量体の使用量に基づいて算出される該各種単量体由来の単量体単位の含有割合をもって、重合体中の単量体単位の含有割合としてもよい。すなわち、重合体を製造する際に用いる全単量体成分中の、ある単量体（ｍ）の含有割合を、該重合体中の単量体（ｍ）由来の単量体単位の含有割合として扱ってよい。   In the present specification, the content ratio of the monomer unit in the polymer can be known, for example, by various structural analyzes (for example, NMR) of the polymer. In addition, the content ratio of monomer units derived from the various monomers calculated based on the use amount of the various monomers used in producing the polymer without performing the various structural analyzes as described above. It is good also as a content rate of the monomer unit in a polymer. That is, the content ratio of a certain monomer (m) in the total monomer components used in producing the polymer is the content ratio of the monomer unit derived from the monomer (m) in the polymer. May be treated as

≪≪Ａ．粘着剤組成物≫≫
本発明の粘着剤組成物は、（メタ）アクリル酸アルキルエステル由来の単量体単位を有する重合体（Ａ）を含む。 ≪ << A. Adhesive composition >>>>
The pressure-sensitive adhesive composition of the present invention includes a polymer (A) having a monomer unit derived from a (meth) acrylic acid alkyl ester.

本発明の粘着剤組成物中の上記重合体（Ａ）の含有割合は、好ましくは８０重量％〜１００重量％であり、より好ましくは８５重量％〜１００重量％であり、さらに好ましくは９０重量％〜１００重量％であり、特に好ましくは９２．５重量％〜１００重量％であり、最も好ましくは９５重量％〜１００重量％である。本発明の粘着剤組成物中の上記重合体（Ａ）の含有割合が上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The content ratio of the polymer (A) in the pressure-sensitive adhesive composition of the present invention is preferably 80% by weight to 100% by weight, more preferably 85% by weight to 100% by weight, and further preferably 90% by weight. % To 100% by weight, particularly preferably 92.5% to 100% by weight, and most preferably 95% to 100% by weight. When the content ratio of the polymer (A) in the pressure-sensitive adhesive composition of the present invention is within the above range, a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is more excellent in stress dispersibility can be provided.

本発明の粘着剤組成物は、−４０℃〜１５０℃の全温度領域における、該粘着剤組成物を硬化して形成される粘着剤層の損失正接ｔａｎδが０．１０以上である。−４０℃〜１５０℃の全温度領域における、上記損失正接ｔａｎδが０．１０以上であることにより、応力分散性に優れた粘着剤層を形成する粘着剤組成物を提供することができる。なお、上記損失正接ｔａｎδの測定方法については後述する。   In the pressure-sensitive adhesive composition of the present invention, the loss tangent tan δ of the pressure-sensitive adhesive layer formed by curing the pressure-sensitive adhesive composition in the entire temperature range of −40 ° C. to 150 ° C. is 0.10 or more. When the loss tangent tan δ is 0.10 or more in the entire temperature range of −40 ° C. to 150 ° C., a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer excellent in stress dispersibility can be provided. A method for measuring the loss tangent tan δ will be described later.

本発明の粘着剤組成物は、−４０℃〜１５０℃の全温度領域における、該粘着剤組成物を硬化して形成される粘着剤層の損失正接ｔａｎδの上限が、好ましくは２．４０以下であり、より好ましくは２．２０以下であり、さらに好ましくは２．００以下であり、特に好ましくは１．８０以下である。上記損失正接ｔａｎδの上限が上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   In the pressure-sensitive adhesive composition of the present invention, the upper limit of the loss tangent tan δ of the pressure-sensitive adhesive layer formed by curing the pressure-sensitive adhesive composition in the entire temperature range from −40 ° C. to 150 ° C. More preferably, it is 2.20 or less, More preferably, it is 2.00 or less, Especially preferably, it is 1.80 or less. By setting the upper limit of the loss tangent tan δ within the above range, it is possible to provide a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is more excellent in stress dispersibility.

本発明の粘着剤組成物は、−４０℃〜１５０℃の全温度領域における、該粘着剤組成物を硬化して形成される粘着剤層の損失正接ｔａｎδの下限が、好ましくは０．１２以上であり、より好ましくは０．１４以上であり、さらに好ましくは０．１６以上であり、特に好ましくは０．１８以上である。上記損失正接ｔａｎδの下限が上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   In the pressure-sensitive adhesive composition of the present invention, the lower limit of the loss tangent tan δ of the pressure-sensitive adhesive layer formed by curing the pressure-sensitive adhesive composition in the entire temperature range of −40 ° C. to 150 ° C. is preferably 0.12 or more. More preferably, it is 0.14 or more, More preferably, it is 0.16 or more, Especially preferably, it is 0.18 or more. When the lower limit of the loss tangent tan δ is within the above range, it is possible to provide a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is more excellent in stress dispersibility.

重合体（Ａ）は、（メタ）アクリル酸アルキルエステル由来の単量体単位を有する。重合体（Ａ）中の、（メタ）アクリル酸アルキルエステル由来の単量体単位は、１種のみであってもよいし、２種以上であってもよい。   The polymer (A) has a monomer unit derived from (meth) acrylic acid alkyl ester. The monomer unit derived from the (meth) acrylic acid alkyl ester in the polymer (A) may be only one type or two or more types.

重合体（Ａ）中の、（メタ）アクリル酸アルキルエステル由来の単量体単位の含有割合は、好ましくは９０重量％〜９９．５重量％であり、より好ましくは９１重量％〜９９重量％であり、さらに好ましくは９２重量％〜９８．５重量％であり、特に好ましくは９３重量％〜９８．２重量％であり、最も好ましくは９４重量％〜９８重量％である。重合体（Ａ）中の、（メタ）アクリル酸アルキルエステル由来の単量体単位の含有割合が上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The content ratio of the monomer unit derived from the (meth) acrylic acid alkyl ester in the polymer (A) is preferably 90% by weight to 99.5% by weight, more preferably 91% by weight to 99% by weight. More preferably, it is 92 to 98.5% by weight, particularly preferably 93 to 98.2% by weight, and most preferably 94 to 98% by weight. A pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is superior in stress dispersibility when the content ratio of monomer units derived from (meth) acrylic acid alkyl ester in the polymer (A) is within the above range. Can be provided.

上記（メタ）アクリル酸アルキルエステル由来の単量体単位は、本発明の効果を損なわない範囲で、任意の適切な（メタ）アクリル酸アルキルエステル由来の単量体単位を採用し得る。このような単量体単位としては、本発明の効果をより発現させ得る点で、好ましくは、炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）である。   As the monomer unit derived from the (meth) acrylic acid alkyl ester, any appropriate monomer unit derived from the (meth) acrylic acid alkyl ester can be adopted as long as the effects of the present invention are not impaired. Such a monomer unit is preferably a single amount derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as an alkyl ester moiety, from the viewpoint that the effects of the present invention can be expressed more. Body unit (I).

炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステルとしては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、ｓ−ブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、へキシル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、ｎ−ノニル（メタ）アクリレート、イソノニル（メタ）アクリレート、ｎ−デシル（メタ）アクリレート、イソデシル（メタ）アクリレート、ｎ−ドデシル（メタ）アクリレート、ｎ−トリデシル（メタ）アクリレート、ｎ−テトラデシル（メタ）アクリレートなどが挙げられる。   Examples of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as the alkyl ester moiety include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, s-butyl ( (Meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (Meth) acrylate, isononyl (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl (meth) acrylate, n-tridecyl (meth) acrylate, n-tetradecyl (meth) acrylate And the like.

重合体（Ａ）は、好ましくは、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）を有する。重合体（Ａ）中の、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）は、１種のみであってもよいし、２種以上であってもよい。重合体（Ａ）が、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）を有することにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The polymer (A) preferably has a monomer unit (II) derived from a (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule. In the polymer (A), the monomer unit (II) derived from the (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule may be only one type, or two or more types. It may be. The polymer (A) has a monomer unit (II) derived from a (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule, thereby forming a pressure-sensitive adhesive layer superior in stress dispersibility. A pressure-sensitive adhesive composition can be provided.

重合体（Ａ）中の、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）の含有割合は、好ましくは０．５重量％〜１０重量％であり、より好ましくは１重量％〜９重量％であり、さらに好ましくは１．５重量％〜８重量％であり、特に好ましくは１．８重量％〜７重量％であり、最も好ましくは２重量％〜６重量％である。重合体（Ａ）中の、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）の含有割合が上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The content ratio of the monomer unit (II) derived from the (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule in the polymer (A) is preferably 0.5% by weight to 10% by weight. %, More preferably 1% by weight to 9% by weight, still more preferably 1.5% by weight to 8% by weight, particularly preferably 1.8% by weight to 7% by weight, most preferably 2% to 6% by weight. In the polymer (A), when the content ratio of the monomer unit (II) derived from the (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule is within the above range, the stress dispersibility The adhesive composition which forms the more excellent adhesive layer can be provided.

分子内にＯＨ基を有する（メタ）アクリル酸エステルとしては、例えば、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、４−ヒドロキシブチル（メタ）アクリレート、６−ヒドロキシヘキシル（メタ）アクリレート、８−ヒドロキシオクチル（メタ）アクリレート、１０−ヒドロキシデシル（メタ）アクリレート、１２−ヒドロキシラウリル（メタ）アクリレート、（４−ヒドロキシメチルシクロヘキシル）メチルアクリレート、Ｎ−メチロール（メタ）アクリルアミド、ビニルアルコール、アリルアルコール、２−ヒドロキシエチルビニルエーテル、４−ヒドロキシブチルビニルエーテル、ジエチレングリコールモノビニルエーテルなどが挙げられる。   Examples of (meth) acrylic acid ester having an OH group in the molecule include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl ( (Meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, (4-hydroxymethylcyclohexyl) methyl acrylate, N-methylol (meth) acrylamide, vinyl Examples include alcohol, allyl alcohol, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, and diethylene glycol monovinyl ether.

分子内にＣＯＯＨ基を有する（メタ）アクリル酸エステルとしては、例えば、メタ）アクリル酸、カルボキシエチル（メタ）アクリレート、カルボキシペンチル（メタ）アクリレート、イタコン酸、マレイン酸、フマル酸、クロトン酸、イソクロトン酸などが挙げられる。   Examples of (meth) acrylic acid ester having a COOH group in the molecule include, for example, meth) acrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and isocrotone. An acid etc. are mentioned.

重合体（Ａ）は、その他の単量体由来の単量体単位（ＩＩＩ）を有していてもよい。重合体（Ａ）中の、その他の単量体由来の単量体単位（ＩＩＩ）は、１種のみであってもよいし、２種以上であってもよい。   The polymer (A) may have a monomer unit (III) derived from another monomer. The monomer unit (III) derived from other monomers in the polymer (A) may be only one type or two or more types.

その他の単量体としては、例えば、シアノ基含有モノマー、ビニルエステルモノマー、芳香族ビニルモノマー、アミド基含有モノマー、イミド基含有モノマー、アミノ基含有モノマー、エポキシ基含有モノマー、ビニルエーテルモノマー、Ｎ−アクリロイルモルホリン、スルホ基含有モノマー、リン酸基含有モノマー、酸無水物基含有モノマーなどが挙げられる。   Examples of other monomers include cyano group-containing monomers, vinyl ester monomers, aromatic vinyl monomers, amide group-containing monomers, imide group-containing monomers, amino group-containing monomers, epoxy group-containing monomers, vinyl ether monomers, and N-acryloyl. Examples include morpholine, sulfo group-containing monomers, phosphate group-containing monomers, and acid anhydride group-containing monomers.

本発明の粘着剤組成物は、好ましくは、２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤を含む。本発明の粘着剤組成物に含まれ得る２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤は、１種のみであってもよいし、２種以上であってもよい。   The pressure-sensitive adhesive composition of the present invention preferably contains a bifunctional or higher functional organic polyisocyanate crosslinking agent and / or an epoxy crosslinking agent. The bifunctional or higher functional polyisocyanate-based cross-linking agent and / or epoxy-based cross-linking agent that may be included in the pressure-sensitive adhesive composition of the present invention may be one type or two or more types.

本発明の粘着剤組成物中の、上記２官能以上の有機ポリイソシアネート系架橋剤およびエポキシ系架橋剤の合計の含有割合は、重合体（Ａ）１００重量部に対して、好ましくは０．００１重量部〜０．４重量部であり、より好ましくは０．００２５重量部〜０．３重量部であり、さらに好ましくは０．００５重量部〜０．２重量部であり、特に好ましくは０．００７５重量部〜０．１５重量部であり、最も好ましくは０．０１重量部〜０．１重量部である。本発明の粘着剤組成物中の上記２官能以上の有機ポリイソシアネート系架橋剤およびエポキシ系架橋剤の合計の含有割合が重合体（Ａ）１００重量部に対して上記範囲内にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   In the pressure-sensitive adhesive composition of the present invention, the total content of the bifunctional or higher-functional organic polyisocyanate crosslinking agent and the epoxy crosslinking agent is preferably 0.001 with respect to 100 parts by weight of the polymer (A). Parts by weight to 0.4 parts by weight, more preferably 0.0025 parts by weight to 0.3 parts by weight, still more preferably 0.005 parts by weight to 0.2 parts by weight, and particularly preferably 0.00. 0075 parts by weight to 0.15 parts by weight, and most preferably 0.01 parts by weight to 0.1 parts by weight. When the total content of the above-mentioned bifunctional or higher organic polyisocyanate crosslinking agent and epoxy crosslinking agent in the pressure-sensitive adhesive composition of the present invention is within the above range with respect to 100 parts by weight of the polymer (A), It is possible to provide a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is more excellent in stress dispersibility.

２官能以上の有機ポリイソシアネート系架橋剤としては、例えば、ブチレンジイソシアネート、ヘキサメチレンジイソシアネートなどの低級脂肪族ポリイソシアネート類；シクロペンチレンジイソシアネート、シクロへキシレンジイソシアネート、イソホロンジイソシアネートなどの脂環族イソシアネート類；２，４−トリレンジイソシアネート、４，４´−ジフェニルメタンジイソシアネート、キシリレンジイソシアネートなどの芳香族イソシアネート類；トリメチロールプロパン／トリレンジイソシアネート３量体付加物（例えば、日本ポリウレタン工業社製、商品名「コロネートＬ」）、トリメチロールプロパン／へキサメチレンジイソシアネート３量体付加物（例えば、日本ポリウレタン工業社製、商品名「コロネートＨＬ」）、ヘキサメチレンジイソシアネートのイソシアヌレート体（例えば、日本ポリウレタン工業社製、商品名「コロネートＨＸ」）などのイソシアネート付加物；などが挙げられる。   Examples of the bifunctional or higher functional polyisocyanate-based crosslinking agent include lower aliphatic polyisocyanates such as butylene diisocyanate and hexamethylene diisocyanate; alicyclic isocyanates such as cyclopentylene diisocyanate, cyclohexylene diisocyanate, and isophorone diisocyanate; Aromatic isocyanates such as 2,4-tolylene diisocyanate, 4,4'-diphenylmethane diisocyanate, xylylene diisocyanate; trimethylolpropane / tolylene diisocyanate trimer adduct (for example, trade name " Coronate L "), trimethylolpropane / hexamethylene diisocyanate trimer adduct (for example, trade name" Coronate HL "manufactured by Nippon Polyurethane Industry Co., Ltd.), Isocyanurate of support methylene diisocyanate (for example, Nippon Polyurethane Industry Co., Ltd. under the trade name "Coronate HX") isocyanate adducts and the like; and the like.

エポキシ系架橋剤としては、例えば、ビスフェノールＡ、エピクロルヒドリン型のエポキシ系樹脂、エチレングリシジルエーテル、ポリエチレングリコールジグリシジルエーテル、グリセリンジグリシジルエーテル、グリセリントリグリシジルエーテル、１，６−ヘキサンジオールグリシジルエーテル、トリメチロールプロパントリグリシジルエーテル、ジグリシジルアニリン、ジアミングリシジルアミン、Ｎ，Ｎ，Ｎ´，Ｎ´−テトラグリシジル−ｍ−キシレンジアミン（例えば、三菱瓦斯化学社製、商品名「ＴＥＴＲＡＤ−Ｘ」）、１，３−ビス（Ｎ，Ｎ−ジグリシジルアミノメチル）シクロへキサン（例えば、三菱瓦斯化学社製、商品名「ＴＥＴＲＡＤ−Ｃ」）などが挙げられる。   Examples of the epoxy crosslinking agent include bisphenol A, epichlorohydrin type epoxy resin, ethylene glycidyl ether, polyethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, 1,6-hexanediol glycidyl ether, trimethylol. Propanetriglycidyl ether, diglycidyl aniline, diamine glycidyl amine, N, N, N ′, N′-tetraglycidyl-m-xylenediamine (for example, trade name “TETRAD-X” manufactured by Mitsubishi Gas Chemical Co., Inc.), 1, Examples include 3-bis (N, N-diglycidylaminomethyl) cyclohexane (for example, trade name “TETRAD-C” manufactured by Mitsubishi Gas Chemical Company, Inc.).

本発明の粘着剤組成物は、好ましくは、炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）と分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）とを有する重合体と、２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤とを含む粘着剤組成物であって、該粘着剤組成物中のＮＣＯ基のモル含有割合を［ＮＣＯ］とし、該粘着剤組成物中のエポキシ基のモル含有割合を［エポキシ］とし、該粘着剤組成物中のＯＨ基のモル含有割合を［ＯＨ］とし、該粘着剤組成物中のＣＯＯＨ基のモル含有割合を［ＣＯＯＨ］としたときに、０＜（［ＮＣＯ］＋［エポキシ］）／（［ＯＨ］＋［ＣＯＯＨ］）＜０．０５である。（［ＮＣＯ］＋［エポキシ］）／（［ＯＨ］＋［ＣＯＯＨ］）が上記範囲にあることにより、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The pressure-sensitive adhesive composition of the present invention is preferably a monomer unit (I) derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as an alkyl ester moiety, and an OH group and / Or a pressure-sensitive adhesive composition comprising a polymer having a monomer unit (II) derived from a (meth) acrylic acid ester having a COOH group, and a bifunctional or higher-functional organic polyisocyanate crosslinking agent and / or an epoxy crosslinking agent The molar content of NCO groups in the pressure-sensitive adhesive composition is [NCO], the molar content of epoxy groups in the pressure-sensitive adhesive composition is [epoxy], and the pressure-sensitive adhesive composition contains When the molar content of OH groups is [OH] and the molar content of COOH groups in the pressure-sensitive adhesive composition is [COOH], 0 <([NCO] + [epoxy]) / ([OH] + [C OH]) <0.05. When ([NCO] + [epoxy]) / ([OH] + [COOH]) is in the above range, a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer that is more excellent in stress dispersibility can be provided.

本発明の粘着剤組成物は、一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステル由来の単量体単位を有する、重量平均分子量が１０００以上３００００未満の重合体（Ｂ）を含んでいてもよい。
ＣＨ２＝Ｃ（Ｒ１）ＣＯＯＲ２・・・（１）
（一般式（１）中、Ｒ１は水素原子またはメチル基であり、Ｒ２は脂環式構造を有する炭化水素基である。） The pressure-sensitive adhesive composition of the present invention has a polymer unit having a monomer unit derived from an alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) and having a weight average molecular weight of 1,000 or more and less than 30,000. B) may be included.
CH 2 = C (R 1 ) COOR 2 (1)
(In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 is a hydrocarbon group having an alicyclic structure.)

重合体（Ｂ）は、１種のみであってもよいし、２種以上であってもよい。   Only 1 type may be sufficient as a polymer (B), and 2 or more types may be sufficient as it.

重合体（Ｂ）の重量平均分子量は、好ましくは１０００〜３００００であり、より好ましくは１２５０〜２５０００であり、さらに好ましくは１５００〜２００００であり、特に好ましくは１７５０〜１５０００であり、最も好ましくは２０００〜１００００である。重合体（Ｂ）の重量平均分子量が上記範囲内にあることにより、架橋剤の量を増やしても、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The weight average molecular weight of the polymer (B) is preferably 1000 to 30000, more preferably 1250 to 25000, still more preferably 1500 to 20000, particularly preferably 1750 to 15000, and most preferably 2000. -10000. When the weight average molecular weight of the polymer (B) is within the above range, it is possible to provide a pressure-sensitive adhesive composition that forms a pressure-sensitive adhesive layer with better stress dispersibility even when the amount of the crosslinking agent is increased.

本発明の粘着剤組成物中の重合体（Ｂ）の含有割合は、重合体（Ａ）１００重量部に対して、好ましくは０．５重量部〜５０重量部であり、より好ましくは１重量部〜４５重量部であり、さらに好ましくは２重量部〜４０重量部であり、特に好ましくは３重量部〜３５重量部であり、最も好ましくは４重量部〜３０重量部である。本発明の粘着剤組成物中の重合体（Ｂ）の含有割合が重合体（Ａ）１００重量部に対して上記範囲内にあることにより、架橋剤の量を増やしても、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The content ratio of the polymer (B) in the pressure-sensitive adhesive composition of the present invention is preferably 0.5 to 50 parts by weight, more preferably 1 part by weight with respect to 100 parts by weight of the polymer (A). To 45 parts by weight, more preferably 2 to 40 parts by weight, particularly preferably 3 to 35 parts by weight, and most preferably 4 to 30 parts by weight. The content ratio of the polymer (B) in the pressure-sensitive adhesive composition of the present invention is within the above range with respect to 100 parts by weight of the polymer (A). A pressure-sensitive adhesive composition that forms an excellent pressure-sensitive adhesive layer can be provided.

重合体（Ｂ）中の、一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステル由来の単量体単位の含有割合は、好ましくは４０重量％〜９９．５重量％であり、より好ましくは４２．５重量％〜９９重量％であり、さらに好ましくは４５重量％〜９８．５重量％であり、特に好ましくは４７．５重量％〜９８重量％であり、最も好ましくは５０重量％〜９７．５重量％である。重合体（Ｂ）中の、一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステル由来の単量体単位の含有割合が上記範囲内にあることにより、架橋剤の量を増やしても、応力分散性により優れた粘着剤層を形成する粘着剤組成物を提供することができる。   The content ratio of the monomer unit derived from the alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) in the polymer (B) is preferably 40% by weight to 99.5% by weight. More preferably, it is 42.5% by weight to 99% by weight, further preferably 45% by weight to 98.5% by weight, particularly preferably 47.5% by weight to 98% by weight, and most preferably Is 50% to 97.5% by weight. The content of the monomer unit derived from the alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) in the polymer (B) is within the above range, whereby the amount of the crosslinking agent. Even if it increases, the adhesive composition which forms the adhesive layer excellent in stress dispersibility can be provided.

上記一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステルとしては、例えば、シクロヘキシル（メタ）アクリレート、ジシクロペンタニル（メタ）アクリレート、ジシクロペンタニルオキシエチルメタクリレート、ジシクロペンタニルオキシエチルアクリレート、トリシクロペンタニルメタクリレート、トリシクロペンタニルアクリレート、１−アダマンチルメタクリレート、１−アダマンチルアクリレート、２−メチル−２−アダマンチルメタクリレート、２−メチル−２−アダマンチルアクリレート、２−エチル−２−アダマンチルメタクリレート、２−エチル−２−アダマンチルアクリレートなどが挙げられる。   Examples of the alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) include cyclohexyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentanyloxyethyl methacrylate, Cyclopentanyloxyethyl acrylate, tricyclopentanyl methacrylate, tricyclopentanyl acrylate, 1-adamantyl methacrylate, 1-adamantyl acrylate, 2-methyl-2-adamantyl methacrylate, 2-methyl-2-adamantyl acrylate, 2-ethyl Examples include 2-adamantyl methacrylate and 2-ethyl-2-adamantyl acrylate.

重合体（Ｂ）は、その他の単量体由来の単量体単位（ＩＶ）を有していてもよい。重合体（Ｂ）中の、その他の単量体由来の単量体単位（ＩＶ）は、１種のみであってもよいし、２種以上であってもよい。   The polymer (B) may have a monomer unit (IV) derived from another monomer. The monomer unit (IV) derived from the other monomer in the polymer (B) may be only one kind or two or more kinds.

重合体（Ｂ）に含まれ得るその他の単量体としては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、ｓ−ブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、へキシル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、ｎ−ノニル（メタ）アクリレート、イソノニル（メタ）アクリレート、ｎ−デシル（メタ）アクリレート、イソデシル（メタ）アクリレート、ｎ−ドデシル（メタ）アクリレート、ｎ−トリデシル（メタ）アクリレート、ｎ−テトラデシル（メタ）アクリレート、アクリル酸、メタクリル酸、カルボキシエチルアクリレート、カルボキシペンチルアクリレート、イタコン酸、マレイン酸、フマル酸、クロトン酸、イソクロトン酸などが挙げられる。   Examples of other monomers that can be included in the polymer (B) include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, s-butyl (meth) acrylate, and t-butyl. (Meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl ( (Meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, n-dodecyl (meth) acrylate, n-tridecyl (meth) acrylate, n-tetradecyl (meth) acrylate, acrylic acid, methacrylic acid, carboxyethyl Accel Relay , Carboxy pentyl acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and isocrotonic acid.

重合体（Ａ）、重合体（Ｂ）は、本発明の効果を損なわない範囲で、任意の適切な方法によって製造し得る。このような製造方法としては、例えば、溶液重合、乳化重合、塊状重合、懸濁重合、光重合（活性エネルギー線重合）などが挙げられる。これらの製造方法の中でも、コストや生産性の観点から、好ましくは、溶液重合である。得られる重合体（Ａ）は、ランダム共重合体、ブロック共重合体、交互共重合体、グラフト共重合体などいずれでもよい。得られる重合体（Ｂ）は、ランダム共重合体、ブロック共重合体、交互共重合体、グラフト共重合体などいずれでもよい。   The polymer (A) and the polymer (B) can be produced by any appropriate method as long as the effects of the present invention are not impaired. Examples of such production methods include solution polymerization, emulsion polymerization, bulk polymerization, suspension polymerization, photopolymerization (active energy ray polymerization), and the like. Among these production methods, solution polymerization is preferable from the viewpoint of cost and productivity. The polymer (A) obtained may be any of a random copolymer, a block copolymer, an alternating copolymer, a graft copolymer, and the like. The polymer (B) obtained may be any of a random copolymer, a block copolymer, an alternating copolymer, a graft copolymer and the like.

溶液重合の方法としては、例えば、単量体成分や重合開始剤などを溶剤に溶解し、加熱して重合し、重合体溶液を得る方法などが挙げられる。   Examples of the solution polymerization method include a method in which a monomer component and a polymerization initiator are dissolved in a solvent and polymerized by heating to obtain a polymer solution.

溶液重合における、加熱して重合する際の加熱温度としては、例えば、５０℃〜９０℃が挙げられる。溶液重合における加熱時間としては、例えば、１時間〜２４時間が挙げられる。   Examples of the heating temperature at the time of polymerization by heating in solution polymerization include 50 ° C to 90 ° C. Examples of the heating time in the solution polymerization include 1 hour to 24 hours.

溶液重合に用いられる溶剤としては、本発明の効果を損なわない範囲で、任意の適切な溶剤を用いることができる。このような溶剤としては、例えば、トルエン、ベンゼン、キシレン等の芳香族炭化水素類；酢酸エチル、酢酸ｎ−ブチル等のエステル類；ｎ−ヘキサン、ｎ−ヘプタン等の脂肪族炭化水素類；シクロヘキサン、メチルシクロヘキサン等の脂環式炭化水素類；メチルエチルケトン、メチルイソブチルケトン等のケトン類；などの有機溶剤などが挙げられる。溶剤は、１種のみであってもよいし、２種以上であってもよい。   Any appropriate solvent can be used as the solvent used in the solution polymerization as long as the effects of the present invention are not impaired. Examples of such solvents include aromatic hydrocarbons such as toluene, benzene and xylene; esters such as ethyl acetate and n-butyl acetate; aliphatic hydrocarbons such as n-hexane and n-heptane; cyclohexane And organic solvents such as alicyclic hydrocarbons such as methylcyclohexane; ketones such as methyl ethyl ketone and methyl isobutyl ketone; One type of solvent may be sufficient and 2 or more types may be sufficient as it.

重合体（Ａ）、重合体（Ｂ）の製造においては、重合開始剤を用い得る。このような重合開始剤は、１種のみであってもよいし、２種以上であってもよい。このような重合開始剤としては、例えば、２，２’−アゾビスイソブチロニトリル、２，２’−アゾビス（２−アミジノプロパン）ジヒドロクロライド、２，２’−アゾビス［２−（５−メチル−２−イミダゾリン−２−イル）プロパン］ジヒドロクロライド、２，２’−アゾビス（２−メチルプロピオンアミジン）二硫酸塩、２，２’−アゾビス（Ｎ，Ｎ’−ジメチレンイソブチルアミジン）、２，２’−アゾビス［Ｎ−（２−カルボキシエチル）−２−メチルプロピオンアミジン］ハイドレート（和光純薬社製、ＶＡ−０５７）などのアゾ系開始剤；過硫酸カリウム、過硫酸アンモニウムなどの過硫酸塩；ジ（２−エチルヘキシル）パーオキシジカーボネート、ジ（４−ｔ−ブチルシクロヘキシル）パーオキシジカーボネート、ジ−ｓｅｃ−ブチルパーオキシジカーボネート、ｔ−ブチルパーオキシネオデカノエート、ｔ−ヘキシルパーオキシピバレート、ｔ−ブチルパーオキシピバレート、ジラウロイルパーオキシド、ジ−ｎ−オクタノイルパーオキシド、１，１，３，３−テトラメチルブチルパーオキシ−２−エチルヘキサノエート、ジ（４−メチルベンゾイル）パーオキシド、ジベンゾイルパーオキシド、ｔ−ブチルパーオキシイソブチレート、１，１−ジ（ｔ−ヘキシルパーオキシ）シクロヘキサン、ｔ−ブチルハイドロパーオキシド、過酸化水素などの過酸化物系開始剤；過硫酸塩と亜硫酸水素ナトリウムの組み合わせ、過酸化物とアスコルビン酸ナトリウムの組み合わせなどの、過酸化物と還元剤とを組み合わせたレドックス系開始剤；などが挙げられる。   In the production of the polymer (A) and the polymer (B), a polymerization initiator can be used. Only one kind of such polymerization initiator may be used, or two or more kinds thereof may be used. Examples of such a polymerization initiator include 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-amidinopropane) dihydrochloride, 2,2′-azobis [2- (5- Methyl-2-imidazolin-2-yl) propane] dihydrochloride, 2,2′-azobis (2-methylpropionamidine) disulfate, 2,2′-azobis (N, N′-dimethyleneisobutylamidine), Azo-based initiators such as 2,2′-azobis [N- (2-carboxyethyl) -2-methylpropionamidine] hydrate (manufactured by Wako Pure Chemical Industries, Ltd., VA-057); potassium persulfate, ammonium persulfate, etc. Persulfate; di (2-ethylhexyl) peroxydicarbonate, di (4-t-butylcyclohexyl) peroxydicarbonate, di-se -Butyl peroxydicarbonate, t-butyl peroxyneodecanoate, t-hexyl peroxypivalate, t-butyl peroxypivalate, dilauroyl peroxide, di-n-octanoyl peroxide, 1,1 , 3,3-tetramethylbutylperoxy-2-ethylhexanoate, di (4-methylbenzoyl) peroxide, dibenzoyl peroxide, t-butylperoxyisobutyrate, 1,1-di (t-hexyl) Peroxy) peroxide initiators such as cyclohexane, t-butyl hydroperoxide, hydrogen peroxide; peroxides such as a combination of persulfate and sodium bisulfite, a combination of peroxide and sodium ascorbate; A redox initiator combined with a reducing agent; and the like.

重合開始剤の使用量は、本発明の効果を損なわない範囲で、任意の適切な使用量を採用し得る。このような使用量としては、例えば、単量体成分１００重量部に対して、好ましくは、０．０１重量部〜５重量部である。   Arbitrary appropriate usage-amounts can be employ | adopted for the usage-amount of a polymerization initiator in the range which does not impair the effect of this invention. For example, the amount used is preferably 0.01 to 5 parts by weight with respect to 100 parts by weight of the monomer component.

重合体（Ａ）、重合体（Ｂ）の製造においては、連鎖移動剤を用い得る。このような連鎖移動剤は、１種のみであってもよいし、２種以上であってもよい。このような連鎖移動剤としては、例えば、ラウリルメルカプタン、グリシジルメルカプタン、メルカプト酢酸、２−メルカプトエタノール、チオグリコール酸、チオグリコール酸メチル、チオグルコール酸２−エチルヘキシル、２，３−ジメルカプト−１−プロパノールなどが挙げられる。   In the production of the polymer (A) and the polymer (B), a chain transfer agent can be used. Such a chain transfer agent may be only 1 type, and 2 or more types may be sufficient as it. Examples of such chain transfer agents include lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-mercaptoethanol, thioglycolic acid, methyl thioglycolate, 2-ethylhexyl thioglycolate, and 2,3-dimercapto-1-propanol. Is mentioned.

連鎖移動剤の使用量は、本発明の効果を損なわない範囲で、任意の適切な使用量を採用し得る。このような使用量としては、例えば、単量体成分１００重量部に対して、好ましくは、０．０１重量部〜５重量部である。   Arbitrary appropriate usage-amounts can be employ | adopted for the usage-amount of a chain transfer agent in the range which does not impair the effect of this invention. For example, the amount used is preferably 0.01 to 5 parts by weight with respect to 100 parts by weight of the monomer component.

重合体（Ａ）、重合体（Ｂ）の製造においては、一般に重合反応に用い得るその他の任意の適切な添加剤を用い得る。   In the production of the polymer (A) and the polymer (B), any other appropriate additive that can be generally used for the polymerization reaction can be used.

本発明の粘着剤組成物は、架橋触媒を含んでいてもよい。架橋触媒としては、本発明の効果を損なわない範囲で任意の適切な架橋触媒を採用し得る。このような架橋触媒としては、例えば、テトラ−ｎ−ブチルチタネート、テトライソプロピルチタネート、ナーセム第二鉄、ブチルスズオキシド、ジオクチルスズジラウレートなどの金属系架橋触媒（特にスズ系架橋触媒）などが挙げられる。架橋触媒は、１種のみであってもよいし、２種以上であってもよい。   The pressure-sensitive adhesive composition of the present invention may contain a crosslinking catalyst. Any appropriate crosslinking catalyst can be adopted as the crosslinking catalyst as long as the effects of the present invention are not impaired. Examples of such a crosslinking catalyst include metal-based crosslinking catalysts (particularly tin-based crosslinking catalysts) such as tetra-n-butyl titanate, tetraisopropyl titanate, nursem ferric acid, butyltin oxide, and dioctyltin dilaurate. Only one type of crosslinking catalyst may be used, or two or more types may be used.

架橋触媒の使用量は、本発明の効果を損なわない範囲で、任意の適切な使用量を採用し得る。このような使用量としては、例えば、単量体成分１００重量部に対して、好ましくは、０．００１重量部〜０．０５重量部である。   Arbitrary appropriate usage-amounts can be employ | adopted for the usage-amount of a crosslinking catalyst in the range which does not impair the effect of this invention. The amount used is, for example, preferably 0.001 to 0.05 parts by weight with respect to 100 parts by weight of the monomer component.

本発明の粘着剤組成物は、本発明の効果を損なわない範囲で任意の適切なその他の添加剤を含有していてもよい。このようなその他の添加剤としては、例えば、シランカップリング剤、架橋遅延剤、乳化剤、着色剤、顔料などの粉体、染料、界面活性剤、可塑剤、粘着性付与剤、表面潤滑剤、レベリング剤、軟化剤、酸化防止剤、老化防止剤、光安定剤、紫外線吸収剤、重合禁止剤、無機充填剤、有機充填剤、金属粉、粒子状、箔状物などが挙げられる。このようなその他の添加剤は、１種のみであってもよいし、２種以上であってもよい。   The pressure-sensitive adhesive composition of the present invention may contain any appropriate other additive as long as the effects of the present invention are not impaired. Examples of such other additives include silane coupling agents, crosslinking retarders, emulsifiers, colorants, pigments and the like powders, dyes, surfactants, plasticizers, tackifiers, surface lubricants, Examples include leveling agents, softeners, antioxidants, antioxidants, light stabilizers, ultraviolet absorbers, polymerization inhibitors, inorganic fillers, organic fillers, metal powders, particles, and foils. Such other additives may be only one kind or two or more kinds.

≪≪Ｂ．粘着部材≫≫
本発明の粘着部材は、本発明の粘着剤組成物から形成される粘着剤層を有する。 ≪≪B. Adhesive material >>>>
The pressure-sensitive adhesive member of the present invention has a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention.

本発明の粘着部材は、粘着剤層のみからなるものでもよいし、粘着剤層と他の部材を含むものでもよい。   The pressure-sensitive adhesive member of the present invention may be composed only of a pressure-sensitive adhesive layer, or may include a pressure-sensitive adhesive layer and other members.

本発明の粘着部材において、粘着剤層が最外層として露出する形態の場合は、該露出面側に任意の適切なセパレータ（剥離シート）を設けてもよい。セパレータ（剥離シート）は、後述する基材を兼ねたものでもよい。   In the pressure-sensitive adhesive member of the present invention, when the pressure-sensitive adhesive layer is exposed as the outermost layer, any appropriate separator (release sheet) may be provided on the exposed surface side. The separator (release sheet) may also serve as a base material to be described later.

粘着剤層は、本発明の粘着剤組成物から形成される。例えば、本発明の粘着剤組成物を任意の適切な基材上に塗布し、必要に応じて乾燥し、基材上に粘着剤層を形成する。その後、基材を剥離すれば、粘着剤層のみからなる本発明の粘着部材が得られる。また、例えば、本発明の粘着剤組成物を任意の適切な基材上に塗布し、必要に応じて乾燥し、基材上に粘着剤層を形成し、基材をそのまま残すことで、粘着剤層と基材を含む粘着部材が得られる。また、例えば、本発明の粘着剤組成物を任意の適切な基材上に塗布し、必要に応じて乾燥し、基材上に粘着剤層を形成し、基材を剥離して得られる粘着剤層を他の部材（例えば、他の基材）に載置することで、粘着剤層と基材を含む粘着部材が得られる。また、例えば、本発明の粘着剤組成物を任意の適切な基材上に塗布し、必要に応じて乾燥し、基材上に粘着剤層を形成し、基材上に形成された粘着剤層を他の部材（例えば、他の基材）に転写することで、粘着剤層と基材を含む粘着部材が得られる。   The pressure-sensitive adhesive layer is formed from the pressure-sensitive adhesive composition of the present invention. For example, the pressure-sensitive adhesive composition of the present invention is applied on any appropriate base material and dried as necessary to form a pressure-sensitive adhesive layer on the base material. Then, if a base material is peeled, the adhesive member of this invention which consists only of an adhesive layer will be obtained. In addition, for example, the pressure-sensitive adhesive composition of the present invention is applied onto any appropriate base material, dried as necessary, a pressure-sensitive adhesive layer is formed on the base material, and the base material is left as it is. An adhesive member including an agent layer and a substrate is obtained. Moreover, for example, the pressure-sensitive adhesive composition obtained by applying the pressure-sensitive adhesive composition of the present invention on any appropriate base material, drying it as necessary, forming a pressure-sensitive adhesive layer on the base material, and peeling the base material. By mounting the agent layer on another member (for example, another substrate), an adhesive member including the adhesive layer and the substrate is obtained. Moreover, for example, the pressure-sensitive adhesive composition of the present invention is applied on any appropriate base material, dried as necessary, a pressure-sensitive adhesive layer is formed on the base material, and the pressure-sensitive adhesive formed on the base material By transferring the layer to another member (for example, another substrate), an adhesive member including the adhesive layer and the substrate is obtained.

粘着剤組成物の塗布の方法としては、例えば、ロールコート、グラビアコート、リバースコート、ロールブラッシュ、スプレーコート、エアーナイフコート法、ダイコーターなどによる押出しコートなどが挙げられる。   Examples of the method for applying the pressure-sensitive adhesive composition include roll coating, gravure coating, reverse coating, roll brushing, spray coating, air knife coating, extrusion coating using a die coater, and the like.

基材は、単層からなるものであってもよいし、複数層からなるものであってもよい。基材は、延伸されたものであってもよい。   The substrate may be composed of a single layer or may be composed of a plurality of layers. The substrate may be stretched.

基材の厚みは、用途に応じて、任意の適切な厚みに設定し得る。本発明の効果を十分に発現させるための観点から、基材の厚みは、好ましくは４μｍ〜５００μｍであり、より好ましくは１０μｍ〜４００μｍであり、さらに好ましくは１５μｍ〜３５０μｍであり、特に好ましくは２０μｍ〜３００μｍである。   The thickness of the substrate can be set to any appropriate thickness depending on the application. From the viewpoint of fully expressing the effects of the present invention, the thickness of the substrate is preferably 4 μm to 500 μm, more preferably 10 μm to 400 μm, still more preferably 15 μm to 350 μm, and particularly preferably 20 μm. ˜300 μm.

基材の材料としては、用途に応じて、任意の適切な材料を採用し得る。このような材料としては、例えば、プラスチック、紙、金属フィルム、不織布などが挙げられる。このような材料の中でも、本発明の効果をより発現させ得る点で、好ましくは、プラスチックである。   Any appropriate material can be adopted as the material of the substrate depending on the application. Examples of such a material include plastic, paper, metal film, and non-woven fabric. Among these materials, plastic is preferable because the effects of the present invention can be further expressed.

上記プラスチックとしては、例えば、ポリエステル系樹脂、ポリオレフィン系樹脂、ポリアミド系樹脂、ポリイミド系樹脂などが挙げられる。ポリエステル系樹脂としては、例えば、ポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリエチレンナフタレートなどが挙げられる。ポリオレフィン系樹脂としては、例えば、オレフィンモノマーの単独重合体、オレフィンモノマーの共重合体などが挙げられる。ポリオレフィン系樹脂としては、具体的には、例えば、ホモポリプロピレン；エチレン成分を共重合成分とするブロック系、ランダム系、グラフト系等のプロピレン系共重合体；リアクターＴＰＯ；低密度、高密度、リニア低密度、超低密度等のエチレン系重合体；エチレン・プロピレン共重合体、エチレン・酢酸ビニル共重合体、エチレン・アクリル酸メチル共重合体、エチレン・アクリル酸エチル共重合体、エチレン・アクリル酸ブチル共重合体、エチレン・メタクリル酸共重合体、エチレン・メタクリル酸メチル共重合体等のエチレン系共重合体；などが挙げられる。本発明の効果をより一層発現させ得る点で、上記プラスチックとしては、これらの中でも、好ましくはポリエステル系樹脂であり、より好ましくはポリエチレンテレフタレートである。   Examples of the plastic include polyester resins, polyolefin resins, polyamide resins, and polyimide resins. Examples of the polyester resin include polyethylene terephthalate, polybutylene terephthalate, and polyethylene naphthalate. Examples of the polyolefin resin include olefin monomer homopolymers, olefin monomer copolymers, and the like. Specific examples of polyolefin resins include homopolypropylene; block-type, random-type, and graft-type propylene copolymers having an ethylene component as a copolymer component; reactor TPO; low density, high density, linear Low density, ultra-low density, etc. ethylene polymers; ethylene / propylene copolymer, ethylene / vinyl acetate copolymer, ethylene / methyl acrylate copolymer, ethylene / ethyl acrylate copolymer, ethylene / acrylic acid And ethylene copolymers such as butyl copolymer, ethylene / methacrylic acid copolymer, and ethylene / methyl methacrylate copolymer. Among these, the plastic is preferably a polyester-based resin, and more preferably polyethylene terephthalate, in that the effects of the present invention can be further exhibited.

基材は、必要に応じて、任意の適切な添加剤を含有し得る。基材に含有され得る添加剤としては、例えば、酸化防止剤、紫外線吸収剤、光安定剤、帯電防止剤、充填剤、顔料などが挙げられる。基材に含有され得る添加剤の種類、数、量は、目的に応じて適切に設定され得る。   The substrate can contain any suitable additive as required. Examples of the additive that can be contained in the substrate include an antioxidant, an ultraviolet absorber, a light stabilizer, an antistatic agent, a filler, and a pigment. The kind, number, and amount of additives that can be contained in the substrate can be appropriately set according to the purpose.

図１は、本発明の一つの実施形態による粘着部材の概略断面図である。図１において、本発明の粘着部材１００は、基材１０と粘着剤層２０とセパレータ３０からなる。   FIG. 1 is a schematic cross-sectional view of an adhesive member according to an embodiment of the present invention. In FIG. 1, the pressure-sensitive adhesive member 100 of the present invention includes a base material 10, a pressure-sensitive adhesive layer 20, and a separator 30.

≪≪Ｃ．光学部材、電子部材≫≫
本発明の粘着部材は、応力分散性に優れた粘着剤層を有する。このため、光学部材や電子部材を外部からの衝撃から守る等を目的とする保護材として好適に用いることができる。すなわち、本発明の光学部材は、本発明の粘着部材を備える。また、本発明の電子部材は、本発明の粘着部材を備える。 ≪ << C. Optical member, electronic member >>>>
The pressure-sensitive adhesive member of the present invention has a pressure-sensitive adhesive layer excellent in stress dispersibility. For this reason, it can use suitably as a protective material aiming at protecting an optical member or an electronic member from the impact from the outside. That is, the optical member of the present invention includes the adhesive member of the present invention. Moreover, the electronic member of this invention is equipped with the adhesion member of this invention.

以下、実施例により本発明を具体的に説明するが、本発明はこれら実施例になんら限定されるものではない。なお、実施例等における、試験および評価方法は以下のとおりである。なお、「部」と記載されている場合は、特記事項がない限り「重量部」を意味し、「％」と記載されている場合は、特記事項がない限り「重量％」を意味する。   EXAMPLES Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited to these Examples at all. In addition, the test and evaluation method in an Example etc. are as follows. Note that “parts” means “parts by weight” unless otherwise noted, and “%” means “% by weight” unless otherwise noted.

＜重量平均分子量の測定＞
重合体の重量平均分子量（Ｍｗ）は、東ソー株式会社製ＧＰＣ装置（ＨＬＣ−８２２０ＧＰＣ）を用いて測定を行った。なお、重量平均分子量（Ｍｗ）はポリスチレン換算値にて求めた。
測定条件は下記の通りである。
サンプル濃度：０．２重量％（ＴＨＦ溶液）
サンプル注入量：１０μｌ溶離液
ＴＨＦ流速：０．６ｍｌ／ｍｉｎ
測定温度：４０℃
サンプルカラム：ＴＳＫｇｕａｒｄｃｏｌｕｍｎ ＳｕｐｅｒＨＺ−Ｈ（１本）＋ＴＳＫｇｅｌ ＳｕｐｅｒＨＺＭ−Ｈ（２本）
リファレンスカラム：ＴＳＫｇｅｌ ＳｕｐｅｒＨ−ＲＣ（１本）
検出器：示差屈折計（ＲＩ） <Measurement of weight average molecular weight>
The weight average molecular weight (Mw) of the polymer was measured using a GPC apparatus (HLC-8220GPC) manufactured by Tosoh Corporation. In addition, the weight average molecular weight (Mw) was calculated | required in the polystyrene conversion value.
The measurement conditions are as follows.
Sample concentration: 0.2% by weight (THF solution)
Sample injection volume: 10 μl eluent THF flow rate: 0.6 ml / min
Measurement temperature: 40 ° C
Sample column: TSKguardcolumn SuperHZ-H (1) + TSKgel SuperHZM-H (2)
Reference column: TSKgel SuperH-RC (1)
Detector: Differential refractometer (RI)

＜粘着シートの作製＞
得られた粘着剤組成物を、片面をシリコーンで剥離処理した厚み３８μｍのポリエステルフィルム（商品名：ＭＲＦ、三菱化学ポリエステル株式会社製）の剥離処理面にファウンテンロールで乾燥後の厚みが５０μｍとなるよう塗布し、乾燥温度１３０℃、乾燥時間３分の条件でキュアーして乾燥した。このようにして、基材上に粘着剤層を作製した。次いで、粘着剤層の表面に、片面をシリコーンで剥離処理した厚み３８μｍのポリエステルフィルム（商品名：ＭＲＦ、三菱化学ポリエステル株式会社製）を、当該フィルムの剥離処理面が粘着剤層側になるようにして被覆した。このようにして、粘着シートを作製した。 <Production of adhesive sheet>
The obtained pressure-sensitive adhesive composition has a thickness of 50 μm after drying with a fountain roll on a release surface of a 38 μm-thick polyester film (trade name: MRF, manufactured by Mitsubishi Chemical Polyester Co., Ltd.) having one side peeled with silicone. Then, the coating was cured at a drying temperature of 130 ° C. and a drying time of 3 minutes, and dried. Thus, the adhesive layer was produced on the base material. Next, on the surface of the pressure-sensitive adhesive layer, a 38 μm thick polyester film (trade name: MRF, manufactured by Mitsubishi Chemical Polyester Co., Ltd.) having one surface peeled with silicone is placed so that the peel-treated surface of the film is on the pressure-sensitive adhesive layer side. And coated. In this way, an adhesive sheet was produced.

＜ガラス転移温度（Ｔｇ）、貯蔵弾性率、損失弾性率、ｔａｎδ（損失正接）の測定＞
動的粘弾性測定装置（レオメトリックス社製、ＡＲＥＳ）を用いて、下記の方法により求めた。
得られた粘着シートから粘着剤層のみを取り出し、積層して約２ｍｍの厚みとし、これをφ７．９ｍｍに打ち抜き、円柱状のペレットを作製して測定用サンプルとした。上記測定サンプルをφ７．９ｍｍパラレルプレートの治具に固定し、上記動的粘弾性測定装置により、貯蔵弾性率Ｇ’、損失弾性率Ｇ’’の温度依存性を測定し、ｔａｎδ＝Ｇ’’／Ｇ’として、ｔｎａδを算出した。なお、得られたｔａｎδカーブが極大となる温度をガラス転移温度（Ｔｇ）（℃）とした。
測定条件は下記の通りである。
測定：せん断モード、
温度範囲：−７０℃〜１５０℃
昇温速度：５℃／ｍｉｎ
周波数：１Ｈｚ <Measurement of glass transition temperature (Tg), storage elastic modulus, loss elastic modulus, tan δ (loss tangent)>
It calculated | required by the following method using the dynamic-viscoelasticity measuring apparatus (The Rheometrics company make, ARES).
Only the pressure-sensitive adhesive layer was taken out from the obtained pressure-sensitive adhesive sheet, laminated to a thickness of about 2 mm, punched out to φ7.9 mm, and a cylindrical pellet was produced to give a measurement sample. The measurement sample is fixed to a jig having a φ7.9 mm parallel plate, and the temperature dependence of the storage elastic modulus G ′ and the loss elastic modulus G ″ is measured by the dynamic viscoelasticity measuring device, and tan δ = G ″. Tna δ was calculated as / G ′. The temperature at which the obtained tan δ curve was maximized was defined as the glass transition temperature (Tg) (° C.).
The measurement conditions are as follows.
Measurement: shear mode,
Temperature range: -70 ° C to 150 ° C
Temperature increase rate: 5 ° C / min
Frequency: 1Hz

〔製造例１〕：（メタ）アクリル系重合体（１）
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた四つ口フラスコに、２−エチルヘキシルアクリレート（日本触媒社製）：１００重量部、２−ヒドロキシエチルアクリレート（東亜合成社製）：４重量部、重合開始剤として２，２’−アゾビスイソブチロニトリル（和光純薬工業社製）：０．２重量部、酢酸エチル：１５６重量部を仕込み、緩やかに攪拌しながら窒素ガスを導入し、フラスコ内の液温を６５℃付近に保って６時間重合反応を行い、重量平均分子量５５万の（メタ）アクリル系重合体（１）の溶液（４０重量％）を調製した。 [Production Example 1]: (Meth) acrylic polymer (1)
In a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser, 2-ethylhexyl acrylate (manufactured by Nippon Shokubai Co., Ltd.): 100 parts by weight, 2-hydroxyethyl acrylate (manufactured by Toa Gosei Co., Ltd.): 4 Part by weight, 2,2′-azobisisobutyronitrile (manufactured by Wako Pure Chemical Industries, Ltd.): 0.2 part by weight, ethyl acetate: 156 parts by weight as a polymerization initiator, and nitrogen gas was added while gently stirring. Then, a polymerization reaction was carried out for 6 hours while maintaining the liquid temperature in the flask at around 65 ° C. to prepare a solution (40% by weight) of (meth) acrylic polymer (1) having a weight average molecular weight of 550,000.

〔製造例２〕：（メタ）アクリル系重合体（２）
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた四つ口フラスコに、２−エチルヘキシルアクリレート（日本触媒社製）：１００重量部、４−ヒドロキシブチルアクリレート（大阪有機化学工業社製）：１０重量部、アクリル酸（東亜合成社製）：０．０２重量部、重合開始剤として２，２’−アゾビスイソブチロニトリル（和光純薬工業社製）：０．２重量部、酢酸エチル：１５６重量部を仕込み、緩やかに攪拌しながら窒素ガスを導入し、フラスコ内の液温を６５℃付近に保って６時間重合反応を行い、重量平均分子量５４万の（メタ）アクリル系重合体（２）の溶液（４０重量％）を調製した。 [Production Example 2]: (Meth) acrylic polymer (2)
In a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser, 2-ethylhexyl acrylate (manufactured by Nippon Shokubai Co., Ltd.): 100 parts by weight, 4-hydroxybutyl acrylate (manufactured by Osaka Organic Chemical Industry Co., Ltd.) : 10 parts by weight, acrylic acid (manufactured by Toa Gosei Co., Ltd.): 0.02 parts by weight, 2,2′-azobisisobutyronitrile (manufactured by Wako Pure Chemical Industries, Ltd.) as a polymerization initiator: 0.2 parts by weight, Ethyl acetate: 156 parts by weight, nitrogen gas was introduced while gently stirring, and the polymerization temperature was kept at around 65 ° C. for 6 hours to conduct a polymerization reaction. A (meth) acrylic polymer having a weight average molecular weight of 540,000 A solution (40% by weight) of polymer (2) was prepared.

〔製造例３〕：（メタ）アクリル系重合体（３）
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた四つ口フラスコに、ブチルアクリレート（日本触媒社製）：９９重量部、４−ヒドロキシブチルアクリレート（大阪有機化学工業社製）：１重量部、重合開始剤として２，２’−アゾビスイソブチロニトリル（和光純薬工業社製）：１重量部、酢酸エチル：１５６重量部を仕込み、緩やかに攪拌しながら窒素ガスを導入し、フラスコ内の液温を６０℃付近に保って７時間重合反応を行い、重量平均分子量１６０万の（メタ）アクリル系重合体（３）の溶液（３９重量％）を調製した。 [Production Example 3]: (Meth) acrylic polymer (3)
In a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser, butyl acrylate (manufactured by Nippon Shokubai Co., Ltd.): 99 parts by weight, 4-hydroxybutyl acrylate (manufactured by Osaka Organic Chemical Industry Co., Ltd.): 1 2 parts by weight, 2,2′-azobisisobutyronitrile (manufactured by Wako Pure Chemical Industries, Ltd.) as a polymerization initiator: 1 part by weight, ethyl acetate: 156 parts by weight, nitrogen gas was introduced while gently stirring The liquid temperature in the flask was kept at around 60 ° C. for 7 hours to prepare a solution (39% by weight) of (meth) acrylic polymer (3) having a weight average molecular weight of 1.6 million.

〔製造例４〕：（メタ）アクリル系重合体（４）
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた四つ口フラスコに、ブチルアクリレート（日本触媒社製）：９２重量部、Ｎ−アクリロイルモルフォリン（興人社製）：５重量部、アクリル酸（東亜合成社製）：２．９重量部、重合開始剤として２，２’−アゾビスイソブチロニトリル（和光純薬工業社製）：０．１重量部、酢酸エチル：２００重量部を仕込み、緩やかに攪拌しながら窒素ガスを導入し、フラスコ内の液温を５５℃付近に保って８時間重合反応を行い、重量平均分子量１８０万の（メタ）アクリル系重合体（４）の溶液（３３重量％）を調製した。 [Production Example 4]: (Meth) acrylic polymer (4)
In a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas inlet tube, and a condenser, butyl acrylate (manufactured by Nippon Shokubai Co., Ltd.): 92 parts by weight, N-acryloylmorpholine (manufactured by Kojin Co., Ltd.): 5 parts by weight , Acrylic acid (manufactured by Toagosei Co., Ltd.): 2.9 parts by weight, 2,2′-azobisisobutyronitrile (manufactured by Wako Pure Chemical Industries, Ltd.): 0.1 part by weight as the polymerization initiator, ethyl acetate: 200 Charge a part by weight, introduce nitrogen gas with gentle stirring, perform a polymerization reaction for 8 hours while keeping the liquid temperature in the flask at around 55 ° C., and a (meth) acrylic polymer (4) having a weight average molecular weight of 1,800,000. ) Solution (33 wt%).

〔製造例５〕：（メタ）アクリル系重合体（５）
攪拌羽根、温度計、窒素ガス導入管、冷却器を備えた四つ口フラスコに、ブチルアクリレート（日本触媒社製）：９５重量部、アクリル酸（東亜合成社製）：５重量部、重合開始剤として２，２’−アゾビスイソブチロニトリル（和光純薬工業社製）：０．２重量部、酢酸エチル：１５６重量部を仕込み、緩やかに攪拌しながら窒素ガスを導入し、フラスコ内の液温を６３℃付近に保って１０時間重合反応を行い、重量平均分子量７０万の（メタ）アクリル系重合体（５）の溶液（４０重量％）を調製した。 [Production Example 5]: (Meth) acrylic polymer (5)
In a four-necked flask equipped with a stirring blade, thermometer, nitrogen gas inlet tube, and cooler, 95 parts by weight of butyl acrylate (manufactured by Nippon Shokubai Co., Ltd.), 5 parts by weight of acrylic acid (manufactured by Toagosei Co., Ltd.), polymerization start 2,2′-azobisisobutyronitrile (manufactured by Wako Pure Chemical Industries, Ltd.): 0.2 part by weight, ethyl acetate: 156 parts by weight, nitrogen gas was introduced while gently stirring, The liquid temperature was kept at around 63 ° C. for 10 hours to prepare a solution (40% by weight) of a (meth) acrylic polymer (5) having a weight average molecular weight of 700,000.

〔製造例６〕：脂環式構造含有（メタ）アクリル系重合体（６）
モノマー成分としてメタクリル酸シクロヘキシル［ホモポリマー（ポリメタクリル酸シクロヘキシル）のガラス転移温度：６６℃］：９５重量部、アクリル酸：５重量部、連鎖移動剤として２−メルカプトエタノール：３重量部、重合開始剤として２，２´−アゾビスイソブチロニトリル：０．２重量部、および重合溶媒としてトルエン：１０３．２重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら、１時間攪拌した。このようにして、重合系内の酸素を除去した後、７０℃に昇温し、３時間反応させ、さらに、７５℃で２時間反応させて、重量平均分子量４０００の（メタ）アクリル系重合体（６）の溶液（５０重量％）を得た。 [Production Example 6]: (Meth) acrylic polymer containing alicyclic structure (6)
Cyclohexyl methacrylate as monomer component [Glass transition temperature of homopolymer (polycyclohexyl methacrylate): 66 ° C.]: 95 parts by weight, acrylic acid: 5 parts by weight, 2-mercaptoethanol: 3 parts by weight as chain transfer agent, polymerization started 2,2′-Azobisisobutyronitrile: 0.2 part by weight as an agent and 103.2 parts by weight of toluene as a polymerization solvent were put into a separable flask and stirred for 1 hour while introducing nitrogen gas. did. After removing oxygen in the polymerization system in this way, the temperature was raised to 70 ° C., reacted for 3 hours, and further reacted at 75 ° C. for 2 hours to give a (meth) acrylic polymer having a weight average molecular weight of 4000. A solution (50% by weight) of (6) was obtained.

〔製造例６〕：脂環式構造含有（メタ）アクリル系重合体（７）
攪拌羽根、温度計、窒素ガス導入管、冷却器、滴下ロートを備えた４つ口フラスコに、トルエン：１００重量部、ジシクロペンタニルメタクリレート（ＤＣＰＭＡ）（商品名：ＦＡ−５１３Ｍ、日立化成工業社製）：６０重量部、メチルメタクリレート（ＭＭＡ）：４０重量部、および連鎖移動剤としてチオグリコール酸メチル：３．５重量部を投入した。そして、７０℃にて窒素雰囲気下で１時間攪拌した後、重合開始剤として２，２’−アゾビスイソブチロニトリル：０．２重量部を投入し、７０℃で２時間反応させ、続いて８０℃で４時間反応させた後に、９０℃で１時間反応させ、重量平均分子量４０００の（メタ）アクリル系重合体（７）の溶液（５１重量％）を得た。 [Production Example 6]: Alicyclic structure-containing (meth) acrylic polymer (7)
In a four-necked flask equipped with a stirring blade, thermometer, nitrogen gas inlet tube, condenser, and dropping funnel, toluene: 100 parts by weight, dicyclopentanyl methacrylate (DCPMA) (trade name: FA-513M, Hitachi Chemical) 60 parts by weight, 40 parts by weight of methyl methacrylate (MMA), and 3.5 parts by weight of methyl thioglycolate as a chain transfer agent were added. Then, after stirring for 1 hour at 70 ° C. under a nitrogen atmosphere, 0.2 part by weight of 2,2′-azobisisobutyronitrile as a polymerization initiator was added and reacted at 70 ° C. for 2 hours. Then, the mixture was reacted at 80 ° C. for 4 hours and then at 90 ° C. for 1 hour to obtain a solution (51% by weight) of a (meth) acrylic polymer (7) having a weight average molecular weight of 4000.

〔実施例１〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１）を得た。結果を表１に示した。 [Example 1]
Ethyl acetate in the solution of (meth) acrylic polymer (1) so that the total solid content is 25% by weight with respect to 100 parts by weight of the solid content of the solution of (meth) acrylic polymer (1). The mixture was stirred with a disper to obtain an adhesive composition (1) containing an acrylic resin. The results are shown in Table 1.

〔実施例２〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．０１重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（２）を得た。結果を表１に示した。 [Example 2]
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). Acetic acid is added so that the total solid content becomes 25% by weight by adding 0.01 part by weight and adding Nasem ferric iron (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst to 0.005 part by weight in terms of solids. Dilution with ethyl and stirring with a disper gave pressure-sensitive adhesive composition (2) containing an acrylic resin. The results are shown in Table 1.

〔実施例３〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．１重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（３）を得た。結果を表１に示した。 Example 3
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). Acetic acid is added so that the total solid content becomes 25% by weight by adding 0.1 part by weight in terms of content and adding 0.005 part by weight in terms of solid content of Nersem Ferric (Nippon Chemical Industry Co., Ltd.) as a crosslinking catalyst. It was diluted with ethyl and stirred with a disper to obtain an adhesive composition (3) containing an acrylic resin. The results are shown in Table 1.

〔実施例４〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．０５重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（６）の溶液を固形分換算で５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（４）を得た。結果を表１に示した。 Example 4
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). 0.05 parts by weight in terms of parts, Nassem Ferric Acid (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst, 0.005 parts by weight in terms of solids, and a solution of (meth) acrylic polymer (6) in terms of solids 5 parts by weight were added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (4) containing an acrylic resin. The results are shown in Table 1.

〔実施例５〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．１重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（６）の溶液を固形分換算で５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（５）を得た。結果を表１に示した。 Example 5
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). 0.1 parts by weight, 0.15 parts by weight of Nasem ferric (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a cross-linking catalyst, and 0.005 parts by weight of solid solution, and a solution of (meth) acrylic polymer (6) 5 parts by weight were added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (5) containing an acrylic resin. The results are shown in Table 1.

〔実施例６〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．３重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（６）の溶液を固形分換算で５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（６）を得た。結果を表１に示した。 Example 6
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). 0.3 parts by weight in terms of part, Nassem Ferric Acid (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst, 0.005 parts by weight in terms of solids, and a solution of (meth) acrylic polymer (6) in terms of solids Was added with 5 parts by weight, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain a pressure-sensitive adhesive composition (6) containing an acrylic resin. The results are shown in Table 1.

〔実施例７〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．１重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（７）の溶液を固形分換算で５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（７）を得た。結果を表１に示した。 Example 7
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). 0.1 parts by weight in terms of content, Nashem Ferric Acid (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst, 0.005 parts by weight in terms of solids, and a solution of (meth) acrylic polymer (7) in terms of solids Was added with 5 parts by weight, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (7) containing an acrylic resin. The results are shown in Table 1.

〔実施例８〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．３重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（７）の溶液を固形分換算で５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（８）を得た。結果を表１に示した。 Example 8
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). 0.3 parts by weight in terms of parts, Nashem Ferric Iron (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst, 0.005 parts by weight in terms of solids, and a solution of (meth) acrylic polymer (7) in terms of solids 5 parts by weight were added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (8) containing an acrylic resin. The results are shown in Table 1.

〔実施例９〕
（メタ）アクリル系重合体（２）の溶液に、（メタ）アクリル系重合体（２）の溶液の固形分１００重量部に対して、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（９）を得た。結果を表１に示した。 Example 9
Ethyl acetate in the solution of (meth) acrylic polymer (2) so that the total solid content is 25% by weight with respect to 100 parts by weight of the solid content of the solution of (meth) acrylic polymer (2). And the mixture was stirred with a disper to obtain an adhesive composition (9) containing an acrylic resin. The results are shown in Table 1.

〔実施例１０〕
（メタ）アクリル系重合体（２）の溶液に、（メタ）アクリル系重合体（２）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．１重量部、ＴＥＴＲＡＤ−Ｃ（三菱瓦斯化学社製）を固形分換算で０．０５重量部，架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１０）を得た。結果を表１に示した。 Example 10
In the solution of the (meth) acrylic polymer (2), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (2). 0.1 parts by weight in terms of minutes, 0.05 parts by weight in terms of solids in terms of TETRAD-C (manufactured by Mitsubishi Gas Chemical Co., Ltd.), and 0% in terms of solids in terms of Nersem Ferric Acid (manufactured by Nippon Chemical Industry Co., Ltd.) as a crosslinking catalyst 0.005 part by weight was added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (10) containing an acrylic resin. The results are shown in Table 1.

〔実施例１１〕
（メタ）アクリル系重合体（３）の溶液に、（メタ）アクリル系重合体（３）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．０２重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１１）を得た。結果を表１に示した。 Example 11
In the solution of the (meth) acrylic polymer (3), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (3). Acetic acid is added so that the total solid content becomes 25% by weight by adding 0.02 part by weight in terms of content and adding 0.005 part by weight in terms of solid content of Nersem Ferric Acid (manufactured by Nippon Chemical Industry Co., Ltd.) as a crosslinking catalyst. It was diluted with ethyl and stirred with a disper to obtain a pressure-sensitive adhesive composition (11) containing an acrylic resin. The results are shown in Table 1.

〔実施例１２〕
（メタ）アクリル系重合体（４）の溶液に、（メタ）アクリル系重合体（４）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．３重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１２）を得た。結果を表１に示した。 Example 12
In the solution of the (meth) acrylic polymer (4), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (4). Acetic acid is added so that the total solid content becomes 25% by weight by adding 0.35 part by weight and adding Nasem ferric iron (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst to 0.005 part by weight in terms of solids. It was diluted with ethyl and stirred with a disper to obtain an adhesive composition (12) containing an acrylic resin. The results are shown in Table 1.

〔実施例１３〕
（メタ）アクリル系重合体（５）の溶液に、（メタ）アクリル系重合体（５）の溶液の固形分１００重量部に対して、架橋剤としてＴＥＴＲＡＤ−Ｃ（三菱瓦斯化学社製）を固形分換算で０．０７５重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１３）を得た。結果を表１に示した。 Example 13
TETRAD-C (manufactured by Mitsubishi Gas Chemical Co., Ltd.) as a crosslinking agent is added to the solution of the (meth) acrylic polymer (5) with respect to 100 parts by weight of the solid content of the solution of the (meth) acrylic polymer (5). Add 0.075 parts by weight in terms of solids, and add Nasem ferric iron (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst in an amount of 0.005 parts by weight in terms of solids so that the total solids is 25% by weight. Dilution with ethyl acetate and stirring with a disper gave pressure-sensitive adhesive composition (13) containing an acrylic resin. The results are shown in Table 1.

〔実施例１４〕
（メタ）アクリル系重合体（５）の溶液に、（メタ）アクリル系重合体（５）の溶液の固形分１００重量部に対して、架橋剤としてＴＥＴＲＡＤ−Ｃ（三菱瓦斯化学社製）を固形分換算で０．０７５重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部、（メタ）アクリル系重合体（６）の溶液を固形分換算で２０重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（１４）を得た。結果を表１に示した。 Example 14
TETRAD-C (manufactured by Mitsubishi Gas Chemical Co., Ltd.) as a crosslinking agent is added to the solution of the (meth) acrylic polymer (5) with respect to 100 parts by weight of the solid content of the solution of the (meth) acrylic polymer (5). 0.075 parts by weight in terms of solid content, Nashem ferric iron (manufactured by Nippon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst, 0.005 parts by weight in terms of solid content, and a solution of (meth) acrylic polymer (6) as solid content 20 parts by weight in terms of conversion was added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (14) containing an acrylic resin. The results are shown in Table 1.

〔比較例１〕
（メタ）アクリル系重合体（１）の溶液に、（メタ）アクリル系重合体（１）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．５重量部、架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（Ｃ１）を得た。結果を表１に示した。 [Comparative Example 1]
In the solution of the (meth) acrylic polymer (1), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (1). Acetic acid is added so that the total solid content becomes 25% by weight by adding 0.5 part by weight and adding 0.005 part by weight of Nasem ferric (Nihon Kagaku Sangyo Co., Ltd.) as a crosslinking catalyst. Dilution with ethyl and stirring with a disper gave an adhesive composition (C1) containing an acrylic resin. The results are shown in Table 1.

〔比較例２〕
（メタ）アクリル系重合体（２）の溶液に、（メタ）アクリル系重合体（２）の溶液の固形分１００重量部に対して、架橋剤としてコロネートＬ（日本ポリウレタン工業社製）を固形分換算で０．４５重量部、ＴＥＴＲＡＤ−Ｃ（三菱瓦斯化学社製）を固形分換算で０．３重量部，架橋触媒としてナーセム第２鉄（日本化学産業社製）を固形分換算で０．００５重量部を加えて、全体の固形分が２５重量％となるように酢酸エチルで希釈し、ディスパーで攪拌し、アクリル系樹脂を含む粘着剤組成物（Ｃ２）を得た。結果を表１に示した。 [Comparative Example 2]
In the solution of the (meth) acrylic polymer (2), coronate L (manufactured by Nippon Polyurethane Industry Co., Ltd.) is solidified as a crosslinking agent with respect to the solid content of 100 parts by weight of the solution of the (meth) acrylic polymer (2). 0.45 parts by weight in terms of minutes, 0.3 parts by weight in terms of solids in terms of TETRAD-C (manufactured by Mitsubishi Gas Chemical Co., Ltd.), and 0% in terms of solids in terms of Nersem Ferric Acid (manufactured by Nippon Chemical Industry Co., Ltd.) as a crosslinking catalyst 0.005 part by weight was added, diluted with ethyl acetate so that the total solid content was 25% by weight, and stirred with a disper to obtain an adhesive composition (C2) containing an acrylic resin. The results are shown in Table 1.

Figure 2017132871
Figure 2017132871

〔実施例１５〕
実施例１で得られた粘着剤組成物（１）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 15
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (1) obtained in Example 1, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例１６〕
実施例２で得られた粘着剤組成物（２）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 16
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (2) obtained in Example 2, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例１７〕
実施例４で得られた粘着剤組成物（４）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 17
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (4) obtained in Example 4, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例１８〕
実施例７で得られた粘着剤組成物（７）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 18
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (7) obtained in Example 7, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例１９〕
実施例９で得られた粘着剤組成物（９）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 19
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (9) obtained in Example 9, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２０〕
実施例１０で得られた粘着剤組成物（１０）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 20
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (10) obtained in Example 10, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２１〕
実施例１１で得られた粘着剤組成物（１１）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 21
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (11) obtained in Example 11, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２２〕
実施例１２で得られた粘着剤組成物（１２）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 [Example 22]
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (12) obtained in Example 12, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２３〕
実施例１３で得られた粘着剤組成物（１３）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 23
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (13) obtained in Example 13, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２４〕
実施例１４で得られた粘着剤組成物（１４）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、光学部材である偏光板（日東電工株式会社製、商品名「ＴＥＧ１４６５ＤＵＨＣ」）に貼着し、粘着シートが貼着された光学部材を得た。 Example 24
A polyester film is peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (14) obtained in Example 14, and a polarizing plate as an optical member (trade name “TEG1465DUHC” manufactured by Nitto Denko Corporation) An optical member having an adhesive sheet attached thereto was obtained.

〔実施例２５〕
実施例１で得られた粘着剤組成物（１）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 25
The polyester film was peeled off from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (1) obtained in Example 1, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例２６〕
実施例２で得られた粘着剤組成物（２）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 26
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (2) obtained in Example 2, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例２７〕
実施例４で得られた粘着剤組成物（４）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 27
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (4) obtained in Example 4, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例２８〕
実施例７で得られた粘着剤組成物（７）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 28
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (7) obtained in Example 7, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例２９〕
実施例９で得られた粘着剤組成物（９）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 29
The polyester film was peeled off from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (9) obtained in Example 9, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例３０〕
実施例１０で得られた粘着剤組成物（１０）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 30
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (10) obtained in Example 10, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L” as an electronic member) was obtained. -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例３１〕
実施例１１で得られた粘着剤組成物（１１）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 31
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (11) obtained in Example 11, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例３２〕
実施例１２で得られた粘着剤組成物（１２）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 [Example 32]
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (12) obtained in Example 12, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例３３〕
実施例１３で得られた粘着剤組成物（１３）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 33
The polyester film was peeled from one surface of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (13) obtained in Example 13, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L” as an electronic member) was obtained. -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

〔実施例３４〕
実施例１４で得られた粘着剤組成物（１４）から得られた粘着シートの片方の面からポリエステルフィルムを剥離し、電子部材である導電性フィルム（日東電工株式会社製、商品名「エレクリスタＶ２７０Ｌ−ＴＦＭＰ」）に貼着し、粘着シートが貼着された電子部材を得た。 Example 34
The polyester film was peeled from one side of the pressure-sensitive adhesive sheet obtained from the pressure-sensitive adhesive composition (14) obtained in Example 14, and a conductive film (Nitto Denko Corporation, trade name “Electrista V270L”, which is an electronic member). -TFMP ") to obtain an electronic member having an adhesive sheet attached thereto.

本発明の粘着剤組成物から形成される粘着剤層を有する粘着部材は、例えば、光学部材や電子部材を外部からの衝撃から守る等を目的とする保護材として好適に用いることができる。   The pressure-sensitive adhesive member having a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention can be suitably used as a protective material for the purpose of protecting optical members and electronic members from external impacts, for example.

１０ 基材
２０ 粘着剤層
３０ セパレータ
１００ 粘着部材 DESCRIPTION OF SYMBOLS 10 Base material 20 Adhesive layer 30 Separator 100 Adhesive member

Claims (9)

（メタ）アクリル酸アルキルエステル由来の単量体単位を有する重合体（Ａ）を含む粘着剤組成物であって、
−４０℃〜１５０℃の全温度領域における、該粘着剤組成物から形成される粘着剤層の損失正接ｔａｎδが０．１０以上である、
粘着剤組成物。 A pressure-sensitive adhesive composition comprising a polymer (A) having a monomer unit derived from (meth) acrylic acid alkyl ester,
The loss tangent tan δ of the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition in the entire temperature range of −40 ° C. to 150 ° C. is 0.10 or more.
Adhesive composition. 前記（メタ）アクリル酸アルキルエステル由来の単量体単位が、炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）である、請求項１に記載の粘着剤組成物。   The monomer unit derived from the (meth) acrylic acid alkyl ester is a monomer unit (I) derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as an alkyl ester moiety. Item 2. The pressure-sensitive adhesive composition according to item 1. 前記重合体（Ａ）が、分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）を有する、請求項１または２に記載の粘着剤組成物。   The pressure-sensitive adhesive composition according to claim 1 or 2, wherein the polymer (A) has a monomer unit (II) derived from a (meth) acrylic acid ester having an OH group and / or a COOH group in the molecule. . ２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤を含む、請求項１から３までのいずれかに記載の粘着剤組成物。   The pressure-sensitive adhesive composition according to any one of claims 1 to 3, comprising a bifunctional or higher-functional organic polyisocyanate crosslinking agent and / or an epoxy crosslinking agent. 炭素数１〜２０のアルキル基をアルキルエステル部分として有する（メタ）アクリル酸アルキルエステル由来の単量体単位（Ｉ）と分子内にＯＨ基および／またはＣＯＯＨ基を有する（メタ）アクリル酸エステル由来の単量体単位（ＩＩ）とを有する重合体と、２官能以上の有機ポリイソシアネート系架橋剤および／またはエポキシ系架橋剤とを含む粘着剤組成物であって、該粘着剤組成物中のＮＣＯ基のモル含有割合を［ＮＣＯ］とし、該粘着剤組成物中のエポキシ基のモル含有割合を［エポキシ］とし、該粘着剤組成物中のＯＨ基のモル含有割合を［ＯＨ］とし、該粘着剤組成物中のＣＯＯＨ基のモル含有割合を［ＣＯＯＨ］としたときに、０＜（［ＮＣＯ］＋［エポキシ］）／（［ＯＨ］＋［ＣＯＯＨ］）＜０．０５である、請求項１に記載の粘着剤組成物。   Monomer unit (I) derived from (meth) acrylic acid alkyl ester having an alkyl group having 1 to 20 carbon atoms as the alkyl ester moiety, and derived from (meth) acrylic acid ester having OH group and / or COOH group in the molecule A pressure-sensitive adhesive composition comprising a polymer having a monomer unit (II) and a bi- or higher functional organic polyisocyanate-based crosslinking agent and / or an epoxy-based crosslinking agent, The molar content of NCO groups is [NCO], the molar content of epoxy groups in the pressure-sensitive adhesive composition is [epoxy], the molar content of OH groups in the pressure-sensitive adhesive composition is [OH], When the molar content of COOH groups in the pressure-sensitive adhesive composition is [COOH], 0 <([NCO] + [epoxy]) / ([OH] + [COOH]) <0.05. Claim 1 The pressure-sensitive adhesive composition according. 一般式（１）で表される脂環式構造含有（メタ）アクリル酸エステル由来の単量体単位を有する、重量平均分子量が１０００以上３００００未満の重合体（Ｂ）を含む、請求項５に記載の粘着剤組成物。
ＣＨ２＝Ｃ（Ｒ１）ＣＯＯＲ２・・・（１）
（一般式（１）中、Ｒ１は水素原子またはメチル基であり、Ｒ２は脂環式構造を有する炭化水素基である。） The polymer (B) having a monomer unit derived from an alicyclic structure-containing (meth) acrylic acid ester represented by the general formula (1) and having a weight average molecular weight of 1000 or more and less than 30000 is included in claim 5. The pressure-sensitive adhesive composition described.
CH 2 = C (R 1 ) COOR 2 (1)
(In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 is a hydrocarbon group having an alicyclic structure.) 請求項１から６までのいずれかに記載の粘着剤組成物から形成される粘着剤層を有する粘着部材。   The adhesive member which has an adhesive layer formed from the adhesive composition in any one of Claim 1-6. 請求項７に記載の粘着部材を備える光学部材。   An optical member comprising the adhesive member according to claim 7. 請求項７に記載の粘着部材を備える電子部材。   An electronic member comprising the adhesive member according to claim 7.
JP2016013090A 2016-01-27 2016-01-27 Adhesive composition, adhesive member, optical member, and electronic member Pending JP2017132871A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
KR20220024129A (en) 2019-06-27 2022-03-03 닛토덴코 가부시키가이샤 Adhesive sheet and manufacturing method of adhesive sheet affixed parts

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