JP2002121521A - Pressure-sensitive adhesive composition for polarizing film and polarizing film - Google Patents

Pressure-sensitive adhesive composition for polarizing film and polarizing film

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Publication number
JP2002121521A
JP2002121521A JP2000314328A JP2000314328A JP2002121521A JP 2002121521 A JP2002121521 A JP 2002121521A JP 2000314328 A JP2000314328 A JP 2000314328A JP 2000314328 A JP2000314328 A JP 2000314328A JP 2002121521 A JP2002121521 A JP 2002121521A
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JP
Japan
Prior art keywords
component
sensitive adhesive
pressure
weight
molecular weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP2000314328A
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Japanese (ja)
Other versions
JP4072309B2 (en
Inventor
Norimitsu Ebata
範充 江端
Hideki Miyazaki
英樹 宮崎
Nobuo Nakagawa
信夫 中川
Masaki Uemae
昌己 上前
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Carbide Industries Co Inc
Original Assignee
Nippon Carbide Industries Co Inc
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Priority to JP2000314328A priority Critical patent/JP4072309B2/en
Publication of JP2002121521A publication Critical patent/JP2002121521A/en
Application granted granted Critical
Publication of JP4072309B2 publication Critical patent/JP4072309B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To provide a pressure-sensitive adhesive composition for polarizing films which can fully prevent the generation of peeling, foaming and a phenomenon of causing a void and, simultaneously, excels in reworking properties and further does not stain an adherend. SOLUTION: The pressure-sensitive adhesive composition for polarizing films comprises component (a) of 100 pt.wt. high molecular weight acrylic polymer having a reactive functional group and a weight average molecular weight of 1,000,000-2,500,000, component (b) of 10-100 pts.wt. low molecular weight acrylic polymer having a glass transition point of 0 to -80 deg.C and a weight average molecular weight of 30,000-100,000, and component (c) of 0.001-10 pts.wt. polyfunctional compound having two or more functional groups capable of forming a crosslinked structure by reacting with the reactive functional group of component (a).

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【０００１】[0001]

【発明の属する技術分野】本発明は、液晶表示板などに
使用される偏光フィルムを支持基板に貼着するための偏
光フィルム用粘着剤組成物、及び該粘着剤組成物からな
る粘着剤層を有する偏光フィルムに関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an adhesive composition for a polarizing film for attaching a polarizing film used for a liquid crystal display panel or the like to a supporting substrate, and an adhesive layer comprising the adhesive composition. The present invention relates to a polarizing film having the same.

【０００２】[0002]

【従来の技術】表示装置として広範な分野で使用されて
いる液晶表示板は、通常、ガラスなどの二枚の支持基板
間に所定の方向に配向した液晶成分を挟持した液晶セル
と、該液晶セルの支持基板の表面に粘着剤を用いて貼着
した偏光フィルムとから構成されている。液晶表示板
は、近年、パーソナルコンピュータ、壁掛けテレビ、カ
ーナビゲーションなどの表示装置として汎用されてお
り、それに伴い高温高湿などの過酷な条件下で使用され
ることが多く、その場合、粘着剤層と支持基板との界面
における剥がれ、発泡の発生や、液晶表示板の周辺部分
が白くなる所謂白ヌケ現象の発生が問題となっている。
このような剥がれ、発泡、白ヌケ現象などの発生は、偏
光フィルムを支持基板に貼着する粘着剤の接着力不足や
凝集力不足、柔軟性不足などに起因している。2. Description of the Related Art A liquid crystal display panel used in a wide range of fields as a display device generally includes a liquid crystal cell in which a liquid crystal component oriented in a predetermined direction is sandwiched between two supporting substrates such as glass. And a polarizing film adhered to the surface of the support substrate of the cell using an adhesive. In recent years, liquid crystal display panels have been widely used as display devices for personal computers, wall-mounted televisions, car navigation systems and the like, and are often used under severe conditions such as high temperature and high humidity. There is a problem of peeling and foaming at the interface between the substrate and the supporting substrate, and the occurrence of a so-called white drop phenomenon in which the peripheral portion of the liquid crystal display panel becomes white.
The occurrence of such peeling, foaming, white spot phenomenon, and the like is caused by insufficient adhesive force, insufficient cohesive force, insufficient flexibility, and the like of the adhesive for attaching the polarizing film to the support substrate.

【０００３】上記の剥がれ、発泡、白ヌケ現象などの発
生を防止するために、種々の提案がなされている。例え
ば、特許第２５４９３８８号公報には、重量平均分子量
１０万以下のポリマー成分１５重量％以下及び重量平均
分子量１００万以上のポリマー成分１０重量％以上含有
する（メタ）アクリル系ポリマーからなる感圧性接着剤
を用いた偏光フィルムが記載されている。また、特開平
１０−２７９９０７号公報には、ポリマー成分として、
反応性官能基を含有する重量平均分子量１００万以上の
高分子量（メタ）アクリル系ポリマーと、反応性官能基
を含有していない又は反応性官能基の量が高分子量（メ
タ）アクリル系ポリマーの反応性官能基の量に比べて少
ない重量平均分子量３万以下の低分子量（メタ）アクリ
ル系ポリマーとの２種類の異なるポリマーを含有する偏
光フィルム用粘着剤組成物及び該粘着剤組成物を用いた
偏光フィルムが記載されている。[0003] Various proposals have been made to prevent the above-mentioned peeling, foaming, white spot phenomenon and the like from occurring. For example, Japanese Patent No. 2549388 discloses a pressure-sensitive adhesive comprising a (meth) acrylic polymer containing 15% by weight or less of a polymer component having a weight average molecular weight of 100,000 or less and 10% by weight or more of a polymer component having a weight average molecular weight of 1,000,000 or more. A polarizing film using an agent is described. Further, JP-A-10-279907 discloses that as a polymer component,
A high molecular weight (meth) acrylic polymer having a weight average molecular weight of 1,000,000 or more containing a reactive functional group and a high molecular weight (meth) acrylic polymer containing no reactive functional group or having a reactive functional group in an amount of high molecular weight A pressure-sensitive adhesive composition for a polarizing film containing two different polymers, a low-molecular-weight (meth) acrylic polymer having a weight-average molecular weight of 30,000 or less, which is smaller than the amount of the reactive functional group, and using the pressure-sensitive adhesive composition Polarizing films are described.

【０００４】[0004]

【発明が解決しようとする課題】しかしながら、特許第
２５４９３８８号公報に記載の感圧性接着剤を用いた偏
光フィルムは、剥がれや発泡の発生がないものの、白ヌ
ケ現象の発生を十分に防止し得ない。また、特開平１０
−２７９９０７号公報に記載の粘着剤組成物を用いた偏
光フィルムは、剥がれ、発泡及び白ヌケ現象の発生が或
る程度防止されているものの十分ではなく、且つリワー
ク性が不十分であり、また低分子量ポリマー成分のブリ
ードにより被着体が汚染されるとの問題がある。However, the polarizing film using the pressure-sensitive adhesive described in Japanese Patent No. 2549388 does not cause peeling or foaming, but can sufficiently prevent the occurrence of white drop phenomenon. Absent. Also, Japanese Patent Application Laid-Open
The polarizing film using the pressure-sensitive adhesive composition described in -279907, peeling, foaming and the occurrence of white drop phenomenon is prevented to some extent, but is not sufficient, and reworkability is insufficient, There is a problem that the adherend is contaminated by the bleed of the low molecular weight polymer component.

【０００５】従って、本発明の目的は、剥がれ、発泡及
び白ヌケ現象の発生を十分に防止することができ、且つ
リワーク性に優れ、また被着体が汚染されることのない
偏光フィルム用粘着剤組成物、及び該粘着剤組成物から
なる粘着剤層を有する偏光フィルムを提供することにあ
る。尚、リワーク性とは、粘着剤層を有する偏光フィル
ムを液晶セルに貼着した時に、異物混入、損傷、接着ミ
スなどがあった場合、高価な液晶セルを再利用するため
に、偏光フィルムを剥離して再貼着する際の難易性を言
う。Accordingly, it is an object of the present invention to provide an adhesive for a polarizing film which can sufficiently prevent peeling, foaming and white spotting phenomenon, has excellent reworkability, and does not contaminate an adherend. And a polarizing film having a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition. In addition, when the polarizing film having the pressure-sensitive adhesive layer is adhered to the liquid crystal cell, when there is a foreign substance mixture, damage, an adhesion error, etc., the polarizing film is reworked in order to reuse the expensive liquid crystal cell. It refers to the difficulty in peeling and re-adhering.

【０００６】[0006]

【課題を解決するための手段】本発明者らは、上記目的
を達成すべく鋭意研究した結果、反応性官能基を含有す
る高分子量アクリル系ポリマーと、ガラス転移点が低い
低分子量アクリル系ポリマーとを併用することにより、
柔らかくてしかも強度がある粘弾性に優れた粘着剤組成
物が得られ、この粘着剤組成物は偏光フィルム用粘着剤
として好適な性能バランスのとれたものであることを知
見した。Means for Solving the Problems The inventors of the present invention have conducted intensive studies to achieve the above object, and have found that a high molecular weight acrylic polymer containing a reactive functional group and a low molecular weight acrylic polymer having a low glass transition point are obtained. By using together,
A soft and strong pressure-sensitive adhesive composition having excellent viscoelasticity was obtained, and it was found that this pressure-sensitive adhesive composition had a well-balanced performance suitable as a pressure-sensitive adhesive for polarizing films.

【０００７】本発明は、上記知見に基づいてなされたも
ので、下記（ａ）成分１００重量部、下記（ｂ）成分１
０〜１００重量部及び下記（ｃ）成分０．００１〜１０
重量部を含有することを特徴とする偏光フィルム用粘着
剤組成物を提供するものである。 （ａ）反応性官能基を含有する重量平均分子量１００〜
２５０万の高分子量アクリル系ポリマー。 （ｂ）ガラス転移点が０〜−８０℃である重量平均分子
量３〜１０万の低分子量アクリル系ポリマー。 （ｃ）上記（ａ）成分の反応性官能基と反応して架橋構
造を形成可能な官能基を２個以上含有する多官能性化合
物。The present invention has been made based on the above-mentioned findings, and is based on 100 parts by weight of the following component (a) and the following component (b):
0 to 100 parts by weight and the following component (c) 0.001 to 10
An object of the present invention is to provide a pressure-sensitive adhesive composition for a polarizing film, characterized by containing parts by weight. (A) Weight average molecular weight containing reactive functional group of 100 to
2.5 million high molecular weight acrylic polymer. (B) A low molecular weight acrylic polymer having a glass transition point of 0 to -80 ° C and a weight average molecular weight of 30,000 to 100,000. (C) A polyfunctional compound containing two or more functional groups capable of forming a crosslinked structure by reacting with the reactive functional group of the component (a).

【０００８】[0008]

【発明の実施の形態】以下、本発明の偏光フィルム用粘
着剤組成物について詳述する。本発明の（ａ）成分の高
分子量アクリル系ポリマーは、（メタ）アクリル酸エス
テルを主成分とし、該エステル及び（ｃ）成分の多官能
性化合物に対して反応性を有する官能基含有モノマーを
共重合させた共重合体である。BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the pressure-sensitive adhesive composition for a polarizing film of the present invention will be described in detail. The high molecular weight acrylic polymer of the component (a) of the present invention contains a (meth) acrylate ester as a main component, and a functional group-containing monomer having reactivity with the ester and the polyfunctional compound of the component (c). It is a copolymer obtained by copolymerization.

【０００９】上記（メタ）アクリル酸エステルとして
は、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、イソブチ
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、ラウリル（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、イソノニル（メタ）アクリレート、シクロ
ヘキシル（メタ）アクリレートなどが挙げられ、これら
の中でも、ｎ−ブチルアクリレート、２−エチルヘキシ
ルアクリレート、イソオクチルアクリレートが好まし
い。これらの（メタ）アクリル酸エステルは、単独使用
してもよく、また２種以上併用してもよい。The above (meth) acrylates include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and 2-ethylhexyl (meth) acrylate.
Examples include acrylate, lauryl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, isononyl (meth) acrylate, and cyclohexyl (meth) acrylate. Among these, n-butyl acrylate and 2-ethylhexyl Acrylate and isooctyl acrylate are preferred. These (meth) acrylates may be used alone or in combination of two or more.

【００１０】また、上記官能基含有モノマーとしては、
アクリル酸、メタクリル酸、イタコン酸、無水マレイン
酸、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、アクリルア
ミド、メタクリルアミド、ジメチルアミノエチル（メ
タ）アクリレート、Ｎ−メチロール（メタ）アクリルア
ミド、グリシジル（メタ）アクリレートなどが挙げら
れ、これらの中でも、アクリル酸、メタクリル酸、２−
ヒドロキシエチル（メタ）アクリレートが好ましい。こ
れらの官能基含有モノマーは、単独使用してもよく、ま
た２種以上併用してもよい。The functional group-containing monomers include:
Acrylic acid, methacrylic acid, itaconic acid, maleic anhydride, 2-hydroxyethyl (meth) acrylate, 2-
Examples include hydroxypropyl (meth) acrylate, acrylamide, methacrylamide, dimethylaminoethyl (meth) acrylate, N-methylol (meth) acrylamide, and glycidyl (meth) acrylate. Among these, acrylic acid, methacrylic acid, 2-
Hydroxyethyl (meth) acrylate is preferred. These functional group-containing monomers may be used alone or in combination of two or more.

【００１１】本発明の（ａ）成分の高分子量アクリル系
ポリマーは、上記（メタ）アクリル酸エステル１００重
量部と、上記官能基含有モノマー０．１〜３．０重量
部、好ましくは０．１〜２．０重量部、より好ましくは
０．２〜１．５重量部との共重合体が好ましい。本発明
の（ａ）成分の高分子量アクリル系ポリマーには、上記
（メタ）アクリル酸エステル及び上記官能基含有モノマ
ー以外の他のモノマー、例えば酢酸ビニル、アクリロニ
トリル、メタクリロニトリル、スチレンなどを共重合し
ていてもよい。この他のモノマーの重合量は、上記（メ
タ）アクリル酸エステル及び上記官能基含有モノマーの
合計１００重量部に対し０〜５０重量部である。The high-molecular-weight acrylic polymer of the component (a) of the present invention comprises 100 parts by weight of the (meth) acrylate and 0.1 to 3.0 parts by weight, preferably 0.1 to 3.0 parts by weight of the functional group-containing monomer. A copolymer with と 2.0 parts by weight, more preferably 0.2-1.5 parts by weight, is preferred. The high molecular weight acrylic polymer of the component (a) of the present invention is obtained by copolymerizing a monomer other than the above (meth) acrylate and the above functional group-containing monomer, such as vinyl acetate, acrylonitrile, methacrylonitrile, and styrene. It may be. The polymerization amount of this other monomer is 0 to 50 parts by weight based on 100 parts by weight of the total of the (meth) acrylate and the functional group-containing monomer.

【００１２】本発明の（ａ）成分の高分子量アクリル系
ポリマーは、マーク−ホーインク(Mark-Houwink)プロッ
トの勾配が０．３〜１．５、特に０．５〜１．０の低分
岐度のポリマーであることが好ましい。このような低分
岐度の高分子量アクリル系ポリマーを用いることによ
り、粘弾性に一層優れた粘着剤組成物を得ることができ
る。上記勾配が１．５より大きい高分子量アクリル系ポ
リマーを用いた場合は、粘着剤溶液塗布後の塗工面の平
滑性が悪くなる傾向にあり、また上記勾配が０．３より
小さい高分子量アクリル系ポリマーを用いた場合は、耐
久性を改善する効果が得られ難い。ここで、マーク−ホ
ーインクプロットとは、下記方法により測定したもので
ある。The high molecular weight acrylic polymer of the component (a) of the present invention has a low branching degree having a Mark-Houwink plot gradient of 0.3 to 1.5, particularly 0.5 to 1.0. Is preferred. By using such a high-molecular-weight acrylic polymer having a low branching degree, a pressure-sensitive adhesive composition having more excellent viscoelasticity can be obtained. When the high-molecular-weight acrylic polymer having a gradient of more than 1.5 is used, the smoothness of the coated surface after the application of the adhesive solution tends to be poor, and the high-molecular-weight acrylic polymer having a gradient of less than 0.3 is used. When a polymer is used, it is difficult to obtain the effect of improving durability. Here, the mark-hoink plot is measured by the following method.

【００１３】〔マーク−ホーインクプロットの勾配の測
定方法〕下記(イ) 〜(ヘ) に従って測定する。 (イ) アクリル系ポリマー溶液を剥離紙に塗布し、１００
℃で２分間乾燥し、フィルム状のアクリル系ポリマーを
得る。 (ロ) 得られたフィルム状のアクリル系ポリマーをテトラ
ヒドロフランにて固形分１％、２％、３％、及び４％に
なるように溶解させる。 (ハ) ２５℃の条件下にて、高感度示差屈折計（DRM-102
1、大塚電子（株）製）を用いて、屈折率変化量と濃度
変化量との比（ｄｎ／ｄｃ）を測定する。 (ニ) 上記(イ) で得られたフィルム状のアクリル系ポリマ
ーをテトラヒドロフランにて固形分０．２％になるよう
に溶解させる。 (ホ) 下記条件にて、光散乱検出器（T60A、旭テクネイオ
ン（株）製）を用いて、アクリル系ポリマーの固有粘度
及び分子量を測定する。 （条件） ＧＰＣ ：ＨＬＣ−８２２０ ＧＰＣ（東
ソー（株）製） カラム ：ＴＳＫ−ＧＥＬ ＧＭＨＸＬ ２本使用 移動相溶媒：テトラヒドロフラン 流速 ：０．８ml／min カラム温度：４０℃ 測定に際してアクリル系ポリマーのｄｎ／ｄｃは、上記
(ハ) で求めた測定値を用いた。 (ヘ) 下式によりマーク−ホーインクプロットの勾配を計
算する。 マーク−ホーインクプロットの勾配＝ Log〔固有粘度〕
／ Log〔分子量〕[Measurement method of the gradient of the Mark-Hoink plot] The measurement is performed according to the following (a) to (f). (A) Acrylic polymer solution is applied to release paper, and 100
Drying at 2 ° C. for 2 minutes gives a film-like acrylic polymer. (B) The obtained film-form acrylic polymer is dissolved in tetrahydrofuran so as to have a solid content of 1%, 2%, 3% and 4%. (C) Under the condition of 25 ° C, a high sensitivity differential refractometer (DRM-102)
1. The ratio (dn / dc) between the amount of change in refractive index and the amount of change in concentration is measured using Otsuka Electronics Co., Ltd.). (D) The acrylic polymer in the form of a film obtained in (a) is dissolved in tetrahydrofuran so as to have a solid content of 0.2%. (E) Under the following conditions, the intrinsic viscosity and the molecular weight of the acrylic polymer are measured using a light scattering detector (T60A, manufactured by Asahi Techneion Co., Ltd.). (Conditions) GPC: HLC-8220 GPC (manufactured by Tosoh Corporation) Column: using two TSK-GEL GMHXL Mobile phase solvent: tetrahydrofuran Flow rate: 0.8 ml / min Column temperature: 40 ° C. Measurement of acrylonitrile polymer dn / dc is the above
The measured value obtained in (c) was used. (F) Calculate the gradient of the Mark-Hoink plot according to the following equation. Mark-Hoink plot gradient = Log [intrinsic viscosity]
/ Log [molecular weight]

【００１４】また、本発明の（ａ）成分の高分子量アク
リル系ポリマーは、下記方法により測定した重量平均分
子量が１００〜２５０万、好ましくは１１０〜１５０万
であることが必要である。 〔重量平均分子量の測定方法〕下記(1) 〜(3) に従って
測定する。 (1) アクリル系ポリマー溶液を剥離紙に塗布し、１００
℃で２分間乾燥し、フィルム状のアクリル系ポリマーを
得る。 (2) 上記(1) で得られたフィルム状のアクリル系ポリマ
ーをテトラヒドロフランにて固形分０．２％になるよう
に溶解させる。 (3) 下記条件にて、ゲルパーミエーションクロマトグラ
フィーを用いて、アクリル系ポリマーの分子量を測定す
る。 （条件） ＧＰＣ ：ＨＬＣ−８２２０ ＧＰＣ（東
ソー（株）製） カラム ：ＴＳＫ−ＧＥＬ ＧＭＨＸＬ ４本使用 移動相溶媒：テトラヒドロフラン 流速 ：０．６ml／min カラム温度：４０℃The high molecular weight acrylic polymer of the component (a) of the present invention must have a weight average molecular weight of from 100,000 to 2,500,000, preferably from 110,000 to 1,500,000, measured by the following method. [Measurement method of weight average molecular weight] It is measured according to the following (1) to (3). (1) Apply acrylic polymer solution to release paper,
Drying at 2 ° C. for 2 minutes gives a film-like acrylic polymer. (2) The film-form acrylic polymer obtained in (1) is dissolved in tetrahydrofuran so as to have a solid content of 0.2%. (3) The molecular weight of the acrylic polymer is measured using gel permeation chromatography under the following conditions. (Conditions) GPC: HLC-8220 GPC (manufactured by Tosoh Corporation) Column: 4 TSK-GEL GMHXL mobile phase solvent: tetrahydrofuran Flow rate: 0.6 ml / min Column temperature: 40 ° C.

【００１５】また、本発明の（ｂ）成分の低分子量アク
リル系ポリマーは、（メタ）アクリル酸エステル及び必
要に応じ他のモノマーを共重合させた重合体又は共重合
体である。この低分子量アクリル系ポリマーの製造に用
いられる（メタ）アクリル酸エステル及び他のモノマー
としては、上記の本発明の（ａ）成分の高分子量アクリ
ル系ポリマーの製造に用いられる（メタ）アクリル酸エ
ステル及び他のモノマーと同様のものが挙げられる。The low-molecular-weight acrylic polymer of the component (b) of the present invention is a polymer or copolymer obtained by copolymerizing (meth) acrylic acid ester and, if necessary, other monomers. The (meth) acrylate and other monomers used in the production of the low molecular weight acrylic polymer include the (meth) acrylate used in the production of the high molecular weight acrylic polymer of the component (a) of the present invention. And the same as the other monomers.

【００１６】本発明の（ｂ）成分の低分子量アクリル系
ポリマーは、上記（メタ）アクリル酸エステル１００重
量部と、上記他のモノマー０〜５０重量部との重合体又
は共重合体であり、（ｃ）成分の多官能性化合物に対し
て反応性を有する官能基を含有していても含有していな
くてもよい。本発明の（ｂ）成分の低分子量アクリル系
ポリマーに反応性官能基を含有させる場合は、上記の本
発明の（ａ）成分の高分子量アクリル系ポリマーの製造
に用いられるものと同様の官能基含有モノマーを共重合
させればよい。The low molecular weight acrylic polymer of the component (b) of the present invention is a polymer or copolymer of the above (meth) acrylic acid ester (100 parts by weight) and the other monomer (0 to 50 parts by weight), It may or may not contain a functional group reactive with the polyfunctional compound of the component (c). When a reactive functional group is contained in the low molecular weight acrylic polymer of the component (b) of the present invention, the same functional group as that used in the production of the high molecular weight acrylic polymer of the above component (a) of the present invention is used. What is necessary is just to copolymerize the contained monomer.

【００１７】本発明の（ｂ）成分の低分子量アクリル系
ポリマーは、ガラス転移点が０〜−８０℃、好ましくは
−２０〜−７０℃であることが必要である。また、本発
明の（ｂ）成分の低分子量アクリル系ポリマーは、上記
の〔重量平均分子量の測定方法〕により測定した重量平
均分子量が３〜１０万、好ましくは４〜８万であること
が必要である。このようなガラス転移点が低い低分子量
のポリマーを用いることにより、粘着剤組成物に適度な
柔軟性を付与することができるのである。The low molecular weight acrylic polymer of the component (b) of the present invention must have a glass transition point of 0 to -80 ° C, preferably -20 to -70 ° C. The low molecular weight acrylic polymer as the component (b) of the present invention must have a weight average molecular weight of 30,000 to 100,000, preferably 40,000 to 80,000 as measured by the above-mentioned [Method for measuring weight average molecular weight]. It is. By using such a low molecular weight polymer having a low glass transition point, it is possible to impart appropriate flexibility to the pressure-sensitive adhesive composition.

【００１８】本発明の（ａ）成分の高分子量アクリル系
ポリマー及び（ｂ）成分の低分子量アクリル系ポリマー
は、その重合方法に特に制限されるものではなく、溶液
重合、乳化重合、懸濁重合などの公知の方法により重合
できるが、重合により得られたポリマー混合物を用いて
本発明の粘着剤組成物を製造するに当り、処理工程が比
較的簡単で且つ短時間で行えることから溶液重合により
重合することが好ましい。The high-molecular-weight acrylic polymer of the component (a) and the low-molecular-weight acrylic polymer of the component (b) of the present invention are not particularly limited to a polymerization method, and include solution polymerization, emulsion polymerization, and suspension polymerization. It can be polymerized by a known method such as, but in producing the pressure-sensitive adhesive composition of the present invention using the polymer mixture obtained by the polymerization, since the treatment process is relatively simple and can be performed in a short time, solution polymerization Polymerization is preferred.

【００１９】溶液重合は、一般に、重合槽内に所定の有
機溶媒、単量体、重合開始剤、及び、必要に応じて用い
られる連鎖移動剤を仕込み、窒素気流中又は有機溶媒の
還流温度で、撹拌しながら数時間加熱反応させることに
より行われる。この場合に有機溶媒、単量体、重合開始
剤及び／又は連鎖移動剤の少なくとも一部を逐次添加し
てもよい。In the solution polymerization, generally, a predetermined organic solvent, a monomer, a polymerization initiator, and a chain transfer agent used as needed are charged into a polymerization tank, and the polymerization is carried out in a nitrogen stream or at a reflux temperature of the organic solvent. The reaction is carried out by heating for several hours while stirring. In this case, at least a part of the organic solvent, the monomer, the polymerization initiator and / or the chain transfer agent may be sequentially added.

【００２０】上記の重合用有機溶媒としては、例えば、
ベンゼン、トルエン、エチルベンゼン、ｎ−プロピルベ
ンゼン、ｔ−ブチルベンゼン、ｏ−キシレン、ｍ−キシ
レン、ｐ−キシレン、テトラリン、デカリン、芳香族ナ
フサなどの芳香族炭化水素類；例えば、ｎ−ヘキサン、
ｎ−ヘプタン、ｎ−オクタン、ｉ−オクタン、ｎ−デカ
ン、ジペンテン、石油スピリット、石油ナフサ、テレピ
ン油などの脂肪系もしくは脂環族系炭化水素類；例え
ば、酢酸エチル、酢酸ｎ−ブチル、酢酸ｎ−アミル、酢
酸２−ヒドロキシエチル、酢酸２−ブトキシエチル、酢
酸３−メトキシブチル、安息香酸メチルなどのエステル
類；例えば、アセトン、メチルエチルケトン、メチル−
ｉ−ブチルケトン、イソホロン、シクロヘキサノン、メ
チルシクロヘキサノンなどのケトン類；例えば、エチレ
ングリコールモノメチルエーテル、エチレングリコール
モノエチルエーテル、エチレングリコールモノブチルエ
ーテル、ジエチレングリコールモノメチルエーテル、ジ
エチレングリコールモノエチルエーテル、ジエチレング
リコールモノブチルエーテルなどのグリコールエーテル
類；例えば、メチルアルコール、エチルアルコール、ｎ
−プロピルアルコール、ｉ−プロピルアルコール、ｎ−
ブチルアルコール、ｉ−ブチルアルコール、ｓ−ブチル
アルコール、ｔ−ブチルアルコールなどのアルコール
類；などを挙げることができる。これらの有機溶媒はそ
れぞれ単独で、又は２種以上混合して用いることができ
る。Examples of the above-mentioned organic solvent for polymerization include, for example,
Aromatic hydrocarbons such as benzene, toluene, ethylbenzene, n-propylbenzene, t-butylbenzene, o-xylene, m-xylene, p-xylene, tetralin, decalin, and aromatic naphtha;
Fatty or alicyclic hydrocarbons such as n-heptane, n-octane, i-octane, n-decane, dipentene, petroleum spirit, petroleum naphtha, turpentine oil; for example, ethyl acetate, n-butyl acetate, acetic acid Esters such as n-amyl, 2-hydroxyethyl acetate, 2-butoxyethyl acetate, 3-methoxybutyl acetate and methyl benzoate; for example, acetone, methyl ethyl ketone, methyl-
Ketones such as i-butyl ketone, isophorone, cyclohexanone, and methylcyclohexanone; for example, glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, and diethylene glycol monobutyl ether For example, methyl alcohol, ethyl alcohol, n
-Propyl alcohol, i-propyl alcohol, n-
Alcohols such as butyl alcohol, i-butyl alcohol, s-butyl alcohol and t-butyl alcohol; and the like. These organic solvents can be used alone or in combination of two or more.

【００２１】本発明の（ａ）成分の高分子量アクリル系
ポリマーを製造する場合には、重合反応中に連鎖移動を
生じにくい有機溶媒、例えば、エステル類、ケトン類を
使用することが好ましい。特に、高分子量アクリル系ポ
リマーの溶解性、重合反応の容易さなどの点から、酢酸
エチル、メチルエチルケトン、アセトンなどが好まし
い。また、本発明の（ｂ）成分の低分子量アクリル系ポ
リマーを製造する場合には、連鎖移動を生じやすい有機
溶媒、例えば、アルコール類、芳香族炭化水素類を使用
することが好ましい。特に、重合反応の容易さなどか
ら、トルエン、イソプロピルアルコールなどが好まし
い。When producing the high molecular weight acrylic polymer of the component (a) of the present invention, it is preferable to use an organic solvent which does not easily cause a chain transfer during the polymerization reaction, such as esters and ketones. In particular, ethyl acetate, methyl ethyl ketone, acetone, and the like are preferable in terms of solubility of the high-molecular-weight acrylic polymer, ease of polymerization reaction, and the like. In the case of producing the low molecular weight acrylic polymer of the component (b) of the present invention, it is preferable to use an organic solvent that easily causes chain transfer, for example, an alcohol or an aromatic hydrocarbon. Particularly, toluene, isopropyl alcohol, and the like are preferable from the viewpoint of easiness of the polymerization reaction.

【００２２】上記の重合開始剤としては、通常の溶液重
合で使用できる有機過酸化物、アゾ化合物などを使用す
ることが可能である。このような有機過酸化物として
は、例えば、ｔ−ブチルハイドロパーオキサイド、クメ
ンハイドロオキサイド、ジクミルパーオキサイド、ベン
ゾイルパーオキシド、ラウロイルパーオキシド、カプロ
イルパーオキシド、ジ−ｉ−プロピルパーオキシジカー
ボネート、ジ−２−エチルヘキシルパーオキシジカーボ
ネート、ｔ−ブチルパーオキシビバレート、２，２−ビ
ス（４，４−ジ−ｔ−ブチルパーオキシシクロヘキシ
ル）プロパン、２，２−ビス（４，４−ジ−ｔ−アミル
パーオキシシクロヘキシル）プロパン、２，２−ビス
（４，４−ジ−ｔ−オクチルパーオキシシクロヘキシ
ル）プロパン、２，２−ビス（４，４−ジ−α−クミル
パーオキシシクロヘキシル）プロパン、２，２−ビス
（４，４−ジ−ｔ−ブチルパーオキシシクロヘキシル）
ブタン、２，２−ビス（４，４−ジ−ｔ−オクチルパー
オキシシクロヘキシル）ブタンなどが挙げられ、アゾ化
合物としては、例えば、２，２’−アゾビス−ｉ−ブチ
ルニトリル、２，２’−アゾビス−２，４−ジメチルバ
レロニトリル、２，２’−アゾビス−４−メトキシ−
２，４−ジメチルバレロニトリルなどを挙げることがで
きる。As the above-mentioned polymerization initiator, it is possible to use organic peroxides, azo compounds and the like which can be used in ordinary solution polymerization. Such organic peroxides include, for example, t-butyl hydroperoxide, cumene hydroxide, dicumyl peroxide, benzoyl peroxide, lauroyl peroxide, caproyl peroxide, di-i-propylperoxydicarbonate , Di-2-ethylhexylperoxydicarbonate, t-butylperoxybivalate, 2,2-bis (4,4-di-t-butylperoxycyclohexyl) propane, 2,2-bis (4,4- Di-t-amylperoxycyclohexyl) propane, 2,2-bis (4,4-di-t-octylperoxycyclohexyl) propane, 2,2-bis (4,4-di-α-cumylperoxycyclohexyl) ) Propane, 2,2-bis (4,4-di-t-butylperoxycyclohexyl) )
Butane, 2,2-bis (4,4-di-t-octylperoxycyclohexyl) butane, and the like. As the azo compound, for example, 2,2′-azobis-i-butylnitrile, 2,2 ′ -Azobis-2,4-dimethylvaleronitrile, 2,2'-azobis-4-methoxy-
2,4-dimethylvaleronitrile and the like can be mentioned.

【００２３】本発明の（ａ）成分の高分子量アクリル系
ポリマーを製造する場合は、重合反応中にグラフト反応
を起こさない重合開始剤が好ましく、特にアゾビス系が
好ましい。その使用量は、通常、単量体合計１００重量
部に対して０．０１〜２重量部、好ましくは０．１〜
１．０重量部である。また、本発明の（ｂ）成分の低分
子量アクリル系ポリマーを製造する場合は、反応温度に
より異なるが、１０時間半減期温度の低い重合開始剤が
好ましく、例えば、１０時間半減期温度が８０℃以下、
好ましくは７０℃以下の重合開始剤がより好ましい。そ
の使用量は、通常、単量体合計１００重量部に対して
０．１〜５重量部、好ましくは０．５〜３重量部であ
る。In the case of producing the high molecular weight acrylic polymer of the component (a) of the present invention, a polymerization initiator which does not cause a graft reaction during the polymerization reaction is preferable, and an azobis type is particularly preferable. The amount used is usually 0.01 to 2 parts by weight, preferably 0.1 to 2 parts by weight, based on 100 parts by weight of the total monomer.
1.0 part by weight. In the case of producing the low molecular weight acrylic polymer as the component (b) of the present invention, a polymerization initiator having a low 10-hour half-life temperature is preferable although it varies depending on the reaction temperature. For example, a 10-hour half-life temperature of 80 ° C. Less than,
Preferably, a polymerization initiator at 70 ° C. or lower is more preferable. The amount used is generally 0.1 to 5 parts by weight, preferably 0.5 to 3 parts by weight, based on 100 parts by weight of the total of monomers.

【００２４】また、上記の連鎖移動剤としては、例え
ば、シアノ酢酸；シアノ酢酸の炭素数１〜８のアルキル
エステル類；ブロモ酢酸；ブロモ酢酸の炭素数１〜８の
アルキルエステル類；アントラセン、フェナントレン、
フルオレン、９−フェニルフルオレンなどの芳香族化合
物類；ｐ−ニトロアニリン、ニトロベンゼン、ジニトロ
ベンゼン、ｐ−ニトロ安息香酸、ｐ−ニトロフェノー
ル、ｐ−ニトロトルエンなどの芳香族ニトロ化合物類；
ベンゾキノン、２，３，５，６−テトラメチル−ｐ−ベ
ンゾキノンなどのベンゾキノン誘導体類；トリブチルボ
ランなどのボラン誘導体；四臭化炭素、四塩化炭素、
１，１，２，２−テトラブロモエタン、トリブロモエチ
レン、トリクロロエチレン、ブロモトリクロロメタン、
トリブロモメタン、３−クロロ−１−プロペンなどのハ
ロゲン化炭化水素類；クロラール、フラルデヒドなどの
アルデヒド類：炭素数１〜１８のアルキルメルカプタン
類；チオフェノール、トルエンメルカプタンなどの芳香
族メルカプタン類；メルカプト酢酸、メルカプト酢酸の
炭素数１〜１０のアルキルエステル類；炭素数１〜１２
のヒドロキシアルキルメルカプタン類；ビネン、ターピ
ノレンなどのテルペン類；などを挙げることができる。Examples of the above chain transfer agent include cyanoacetic acid; alkyl esters of cyanoacetic acid having 1 to 8 carbon atoms; bromoacetic acid; alkyl esters of bromoacetic acid having 1 to 8 carbon atoms; anthracene, phenanthrene ,
Aromatic compounds such as fluorene and 9-phenylfluorene; aromatic nitro compounds such as p-nitroaniline, nitrobenzene, dinitrobenzene, p-nitrobenzoic acid, p-nitrophenol, p-nitrotoluene;
Benzoquinone derivatives such as benzoquinone and 2,3,5,6-tetramethyl-p-benzoquinone; borane derivatives such as tributylborane; carbon tetrabromide, carbon tetrachloride;
1,1,2,2-tetrabromoethane, tribromoethylene, trichloroethylene, bromotrichloromethane,
Halogenated hydrocarbons such as tribromomethane and 3-chloro-1-propene; aldehydes such as chloral and furaldehyde: alkyl mercaptans having 1 to 18 carbon atoms; aromatic mercaptans such as thiophenol and toluene mercaptan; mercapto C1-C10 alkyl esters of acetic acid and mercaptoacetic acid; C1-C12
Hydroxyalkyl mercaptans; terpenes such as binene and terpinolene; and the like.

【００２５】本発明の（ａ）成分の高分子量アクリル系
ポリマーを製造する場合には、連鎖移動剤を使用しない
方が好ましく、また、本発明の（ｂ）成分の低分子量ア
クリル系ポリマーを製造する場合には、上記連鎖移動剤
のうち、好ましくはメルカプタン類、ハロゲン化炭化水
素を、単量体合計１００重量部に対して０．００５〜
３．０重量部使用することができる。When producing the high molecular weight acrylic polymer of the component (a) of the present invention, it is preferable not to use a chain transfer agent, and the low molecular weight acrylic polymer of the component (b) of the present invention is prepared. In this case, among the above chain transfer agents, mercaptans and halogenated hydrocarbons are preferably added in an amount of 0.005 to 0.005 parts by weight based on the total amount of monomers.
3.0 parts by weight can be used.

【００２６】重合温度としては、一般に約３０〜１８０
℃、好ましくは５０〜１５０℃の範囲がよい。本発明の
（ａ）成分の高分子量アクリル系ポリマーを製造する場
合には、重合温度として好ましくは５０〜９０℃、より
好ましくは５０〜８０℃であり、本発明の（ｂ）成分の
低分子量アクリル系ポリマーを製造する場合には、重合
温度としては好ましくは７０〜１１０℃、より好ましく
は８０〜１００℃である。尚、溶液重合法などで得られ
た重合物中に未反応の単量体が含まれる場合は、該単量
体を除くために、メタノールなどによる再沈澱法で精製
することも可能である。The polymerization temperature is generally about 30 to 180.
C, preferably in the range of 50 to 150C. When producing the high molecular weight acrylic polymer of the component (a) of the present invention, the polymerization temperature is preferably 50 to 90 ° C, more preferably 50 to 80 ° C, and the low molecular weight of the component (b) of the present invention. When producing an acrylic polymer, the polymerization temperature is preferably from 70 to 110C, more preferably from 80 to 100C. When an unreacted monomer is contained in a polymer obtained by a solution polymerization method or the like, it can be purified by a reprecipitation method using methanol or the like in order to remove the monomer.

【００２７】また、本発明の（ｃ）成分の多官能性化合
物は、上記（ａ）成分の高分子量アクリル系ポリマーの
反応性官能基と反応して架橋構造を形成可能な官能基を
２個以上、好ましくは２〜４個含有する化合物である。
このような多官能性化合物としては、例えば、ヘキサメ
チレンジイソシアネート、キシリレンジイソシアネー
ト、ジフェニルメタンジイソシアネート、トリレンジイ
ソシアネート、イソホロンジイソシアネート、それらの
アダクト体などのポリイソシアネート系化合物、トリス
（エポキシプロピル）イソシアヌレート、１，３−ビス
（Ｎ−Ｎ−グリシジルアミノメチル）シクロヘキサン、
Ｎ，Ｎ，Ｎ’，Ｎ’，−テトラグリシジル−ｍ−キシリ
レンジアミンなどのエポキシ系化合物、アジリジン系化
合物、メラミン系化合物、金属塩、金属キレート化合物
などが挙げられる。好ましい多官能性化合物はポリイソ
シアネート系化合物であり、その中でも特にヘキサメチ
レンジイソシアネート、キシリレンジイソシアネートが
好ましい。The polyfunctional compound of the component (c) of the present invention has two functional groups capable of forming a crosslinked structure by reacting with the reactive functional group of the high molecular weight acrylic polymer of the component (a). As described above, the compound preferably contains 2 to 4 compounds.
Such polyfunctional compounds include, for example, polyisocyanate compounds such as hexamethylene diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, tolylene diisocyanate, isophorone diisocyanate, adducts thereof, tris (epoxypropyl) isocyanurate, , 3-bis (NN-glycidylaminomethyl) cyclohexane,
Epoxy compounds such as N, N, N ', N',-tetraglycidyl-m-xylylenediamine, aziridine compounds, melamine compounds, metal salts, metal chelate compounds and the like. Preferred polyfunctional compounds are polyisocyanate compounds, among which hexamethylene diisocyanate and xylylene diisocyanate are particularly preferred.

【００２８】本発明の粘着剤組成物は、上記（ａ）成分
の高分子量アクリル系ポリマー１００重量部、上記
（ｂ）成分の低分子量アクリル系ポリマー１０〜１００
重量部、好ましくは２０〜５０重量部及び上記（ｃ）成
分の多官能性化合物０．００１〜１０重量部、好ましく
は０．１〜２重量部を含有するものである。また、本発
明の粘着剤組成物は、上記（ａ）成分の高分子量アクリ
ル系ポリマーと、上記（ｂ）成分の低分子量アクリル系
ポリマーとの配合重量比〔（ａ）／（ｂ）〕が、５０／
５０〜９０／１０、特に６０／４０〜８５／１５である
ことが好ましい。上記（ａ）成分の高分子量アクリル系
ポリマーの配合量に対して、上記（ｂ）成分の低分子量
アクリル系ポリマーの配合量が少な過ぎると、剥がれ、
白ヌケ現象の発生を十分に防止することができず、また
上記（ｂ）成分の低分子量アクリル系ポリマーの配合量
が多過ぎると、発泡の発生を防止することができない、
リワーク性が低下するなどの問題が生じる。The pressure-sensitive adhesive composition of the present invention comprises 100 parts by weight of the high molecular weight acrylic polymer (a) and 10 to 100 low molecular weight acrylic polymer (b).
The composition contains 0.1 to 10 parts by weight, preferably 20 to 50 parts by weight, and 0.001 to 10 parts by weight, preferably 0.1 to 2 parts by weight of the polyfunctional compound (c). The pressure-sensitive adhesive composition of the present invention has a compounding weight ratio [(a) / (b)] of the high molecular weight acrylic polymer of the component (a) and the low molecular weight acrylic polymer of the component (b). , 50 /
It is preferably 50 to 90/10, particularly preferably 60/40 to 85/15. If the amount of the low-molecular-weight acrylic polymer of the component (b) is too small relative to the amount of the high-molecular-weight acrylic polymer of the component (a), peeling occurs.
The occurrence of the white drop phenomenon cannot be sufficiently prevented, and if the blending amount of the low molecular weight acrylic polymer of the component (b) is too large, the occurrence of foaming cannot be prevented.
Problems such as deterioration of reworkability occur.

【００２９】また、本発明の粘着剤組成物は、上記
（ａ）成分の高分子量アクリル系ポリマーと上記（ｃ）
成分の多官能性化合物（上記（ｂ）成分の低分子量アク
リル系ポリマーが反応性官能基を含有する場合は該
（ｂ）成分も含む）との間で架橋構造が形成された後の
ゲル分が、４０〜８５％、特に５０〜７５％であること
が好ましい。上記ゲル分が４０％未満であると、発泡が
生じやすく、また上記ゲル分が８５％超であると、剥が
れ、白ヌケ現象が生じやすい。ここで、上記ゲル分と
は、下記方法により測定したものである。Further, the pressure-sensitive adhesive composition of the present invention comprises the high-molecular-weight acrylic polymer of the above-mentioned component (a) and the above-mentioned (c)
The gel component after a crosslinked structure has been formed with the polyfunctional compound of the component (when the low molecular weight acrylic polymer of the component (b) contains a reactive functional group, also contains the component (b)) Is preferably 40 to 85%, particularly preferably 50 to 75%. When the gel content is less than 40%, foaming is liable to occur, and when the gel content is more than 85%, peeling and white drop phenomenon are liable to occur. Here, the gel content is measured by the following method.

【００３０】〔粘着剤組成物のゲル分の測定方法〕下記
〜に従って測定する。 粘着剤組成物の溶液を剥離紙に塗布し、室温で風乾３
０分後、１００℃で５分間本乾燥し、フィルム状の粘着
剤層を形成する。 上記粘着剤層を２３℃，相対湿度６５％で１０日間養
生する。 図２（イ）に示すように、精秤したガラス棒（径５mm
×３０mm）５に上記粘着剤層３を約１ｇ貼付し、デシケ
ーター内で１時間乾燥させる。その後、精密天秤にて重
量を正確に測定し、試料６を作成する。 円筒ろ紙(No.84) ９の中にで得られた試料６を入れ
る。 図２（ロ）に示すように、１００ml程度の溶剤（酢酸
エチル）をソックスレー抽出器７の精秤した２００ml丸
底フラスコ８に入れ、ソックスレー抽出を４時間実施す
る。 冷却後、ロータリーエバポレーターにて丸底フラス
コ８内の溶剤（酢酸エチル）を揮発させた後、上記抽出
分を含む丸底フラスコ８を１００℃で３時間及びデシケ
ーター内で１時間乾燥させる。その後、精密天秤にて重
量を正確に測定する。 下式によりゲル分を計算する。 ゲル分（％）＝１００−〔（Ａ−Ｂ）／（Ｃ−Ｄ）〕×
１００ 但し、Ａ＝抽出後の丸底フラスコ８の重量（ｇ）、Ｂ＝
丸底フラスコ８の重量（ｇ）、Ｃ＝試料６の重量
（ｇ）、Ｄ＝ガラス棒５の重量（ｇ）である。[Measurement method of gel content of pressure-sensitive adhesive composition] The solution of the pressure-sensitive adhesive composition is applied to release paper and air-dried at room temperature.
After 0 minute, main drying is performed at 100 ° C. for 5 minutes to form a film-like pressure-sensitive adhesive layer. The pressure-sensitive adhesive layer is cured at 23 ° C. and a relative humidity of 65% for 10 days. As shown in FIG. 2A, a precisely weighed glass rod (diameter 5 mm) was used.
(× 30 mm) 5, about 1 g of the above-mentioned pressure-sensitive adhesive layer 3 is attached thereto, and dried in a desiccator for 1 hour. Thereafter, the weight is accurately measured with a precision balance, and a sample 6 is prepared. The sample 6 obtained above is put into a cylindrical filter paper (No. 84) 9. As shown in FIG. 2 (b), about 100 ml of a solvent (ethyl acetate) is put into a precisely weighed 200 ml round bottom flask 8 of a Soxhlet extractor 7, and Soxhlet extraction is performed for 4 hours. After cooling, the solvent (ethyl acetate) in the round bottom flask 8 is volatilized by a rotary evaporator, and the round bottom flask 8 containing the extract is dried at 100 ° C. for 3 hours and in a desiccator for 1 hour. Then, the weight is accurately measured with a precision balance. Calculate the gel content by the following formula. Gel content (%) = 100 − [(AB) / (CD)] ×
100 where A = weight (g) of the round bottom flask 8 after extraction, B =
The weight (g) of the round bottom flask 8, C = weight (g) of the sample 6, and D = weight (g) of the glass rod 5.

【００３１】また、本発明の粘着剤組成物は、３０〜１
００℃における対数減衰率が０．２〜０．５、特に０．
２５〜０．４であることが好ましい。上記対数減衰率が
０．２より小さいと、剥がれ、白ヌケ現象を防止するこ
とができず、また上記対数減衰率が０．５より大きい
と、発泡を生じやすく、またリワーク性が劣る傾向があ
る。ここで、上記対数減衰率とは、下記方法により測定
したものである。Further, the pressure-sensitive adhesive composition of the present invention comprises 30 to 1
The logarithmic decay rate at 00 ° C. is 0.2 to 0.5, especially 0.1.
It is preferably 25 to 0.4. If the logarithmic decay rate is less than 0.2, peeling and white dropout cannot be prevented, and if the logarithmic decay rate is greater than 0.5, foaming is likely to occur and reworkability tends to be poor. is there. Here, the logarithmic decay rate is measured by the following method.

【００３２】〔粘着剤組成物の対数減衰率の測定方法〕
下記(1) 〜(3) に従って測定する。 (1) 粘着剤組成物の溶液をポリエステル系剥離フィルム
に塗布し、１００℃で２分間乾燥し、厚さ２５μｍの粘
着剤層を形成する。 (2) 上記粘着剤層に偏光フィルムを圧着させ、２３℃、
相対湿度６５％で１０日間養生させた後、１０mm×２０
mmの大きさにカットする。 (3) 下記条件にて、剛体振り子試験機(TEIC RPT-α100
、（株）エー・アンド・ディ製）を用いて、対数減衰
率を測定する。 （条件） フレーム：ＦＲＢ−１０ 測定部 ：ＲＢＰ−３０ 昇温速度：２℃／min[Method of measuring logarithmic decrement of pressure-sensitive adhesive composition]
Measure according to the following (1) to (3). (1) A solution of the pressure-sensitive adhesive composition is applied to a polyester-based release film and dried at 100 ° C. for 2 minutes to form a pressure-sensitive adhesive layer having a thickness of 25 μm. (2) A polarizing film is pressure-bonded to the pressure-sensitive adhesive layer at 23 ° C.
After curing at 65% relative humidity for 10 days, 10mm x 20
Cut to the size of mm. (3) Rigid pendulum tester (TEIC RPT-α100
, Manufactured by A & D Co., Ltd.). (Conditions) Frame: FRB-10 Measurement unit: RBP-30 Heating rate: 2 ° C / min

【００３３】本発明の粘着剤組成物には、偏光フィルム
用粘着剤組成物に通常配合される耐候性安定剤、タッキ
ファイヤー、可塑剤、軟化剤、染料、顔料、シランカッ
プリング剤、無機フィラーなどを適宜配合することがで
き、特にシランカップリング剤を配合することが好まし
い。The pressure-sensitive adhesive composition of the present invention includes a weathering stabilizer, a tackifier, a plasticizer, a softener, a dye, a pigment, a silane coupling agent, an inorganic filler, which are usually compounded in the pressure-sensitive adhesive composition for a polarizing film. And the like can be appropriately blended, and it is particularly preferable to blend a silane coupling agent.

【００３４】斯かるシランカップリング剤としては、メ
チルトリ（グリシジル）シラン、γ−グリシドキシプロ
ピルメチルジメトキシシラン、γ−グリシドキシプロピ
ルトリメトキシシラン、γ−グリシドキシプロピルトリ
エトキシシランなどのエポキシ基含有シラン系化合物；
３−トリエトキシシリルプロピルコハク酸（無水物）、
３−トリメトキシシリルプロピルコハク酸（無水物）、
３−メチルジメトキシシリルプロピルコハク酸（無水
物）、メチルジエトキシシリルプロピルコハク酸（無水
物）、１−カルボキシ−３−トリエトキシシリルプロピ
ルコハク酸（無水物）などのカルボキシル基含有シラン
系化合物；Ｎ−β（アミノエチル）γ−アミノプロピル
メチルジメトキシシラン、Ｎ−β（アミノエチル）γ−
アミノプロピルトリメトキシシラン、Ｎ−β（アミノエ
チル）γ−アミノプロピルトリエトキシシラン、γ−ア
ミノプロピルトリメトキシシラン、γ−アミノプロピル
トリエトキシシラン、Ｎ−フェニル−γ−アミノプロピ
ルトリメトキシシランなどのアミノ基含有シラン系化合
物；γ−ヒドロキシプロピルトリメトキシシランなどの
ヒドロキシル基含有シラン系化合物；γ−アミドプロピ
ルトリメトキシシランなどのアミド基含有シラン系化合
物；γ−メルカプトプロピルトリメトキシシランなどの
メルカプト基含有シラン系化合物；γ−イソシアネート
プロピルトリメトキシシランなどのイソシアネート基含
有シラン系化合物などが挙げられ、中でもエポキシ基含
有シラン系化合物が好ましい。Examples of the silane coupling agent include epoxy compounds such as methyltri (glycidyl) silane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropyltrimethoxysilane, and γ-glycidoxypropyltriethoxysilane. Group-containing silane compounds;
3-triethoxysilylpropyl succinic acid (anhydride),
3-trimethoxysilylpropyl succinic acid (anhydride),
Carboxyl group-containing silane compounds such as 3-methyldimethoxysilylpropylsuccinic acid (anhydride), methyldiethoxysilylpropylsuccinic acid (anhydride), 1-carboxy-3-triethoxysilylpropylsuccinic acid (anhydride); N-β (aminoethyl) γ-aminopropylmethyldimethoxysilane, N-β (aminoethyl) γ-
Aminopropyltrimethoxysilane, N-β (aminoethyl) γ-aminopropyltriethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, N-phenyl-γ-aminopropyltrimethoxysilane, etc. Amino group-containing silane compounds; hydroxyl group-containing silane compounds such as γ-hydroxypropyltrimethoxysilane; amide group-containing silane compounds such as γ-amidopropyltrimethoxysilane; mercapto groups such as γ-mercaptopropyltrimethoxysilane Included silane-based compound; isocyanate group-containing silane-based compounds such as γ-isocyanatopropyltrimethoxysilane, etc., and among them, epoxy group-containing silane-based compounds are preferable.

【００３５】該シランカップリング剤の添加量は、上記
（ａ）成分の高分子量アクリル系ポリマー及び上記
（ｂ）成分の低分子量アクリル系ポリマーの合計１００
重量部に対して、好ましくは０．０１〜２．０重量部、
より好ましくは０．０５〜１．５重量部、特に好ましく
は０．１〜１．０重量部である。The amount of the silane coupling agent to be added is 100 total of the high molecular weight acrylic polymer of the component (a) and the low molecular weight acrylic polymer of the component (b).
Parts by weight, preferably 0.01 to 2.0 parts by weight,
It is more preferably 0.05 to 1.5 parts by weight, particularly preferably 0.1 to 1.0 part by weight.

【００３６】次に、本発明の偏光フィルムについて説明
する。本発明の偏光フィルムは、上述の本発明の粘着剤
組成物からなる粘着剤層が、偏光ベースフィルムの少な
くとも一方の面に形成されているものであり、偏光フィ
ルムを液晶セルの支持基板の表面に貼着するための粘着
剤層が、上述の本発明の粘着剤組成物で形成されている
以外は、従来の偏光フィルムと同様に構成されているも
のである。即ち、例えば図１に示すように、本発明の偏
光フィルム１は、偏光子２ａと該偏光子２ａの両面に積
層された保護層２ｂ，２ｃとからなる偏光ベースフィル
ム２と、上記保護層２ｃの表面に形成された粘着剤層３
と、該粘着剤層３を介して貼付された剥離紙４とから構
成されている。Next, the polarizing film of the present invention will be described. The polarizing film of the present invention is such that the pressure-sensitive adhesive layer comprising the above-described pressure-sensitive adhesive composition of the present invention is formed on at least one surface of a polarizing base film. It has the same configuration as a conventional polarizing film, except that the pressure-sensitive adhesive layer to be adhered to is formed of the above-described pressure-sensitive adhesive composition of the present invention. That is, as shown in FIG. 1, for example, the polarizing film 1 of the present invention comprises a polarizing base film 2 comprising a polarizer 2a and protective layers 2b and 2c laminated on both sides of the polarizer 2a, and the protective layer 2c. Pressure-sensitive adhesive layer 3 formed on the surface of
And a release paper 4 attached via the pressure-sensitive adhesive layer 3.

【００３７】上記粘着剤層３は、その厚さが、乾燥厚で
１０〜５０μｍ、特に１５〜３０μｍであることが好ま
しい。また、図１に示す本発明の偏光フィルムでは、粘
着剤層３及び剥離紙４は、保護層２ｃ側にのみ設けた
が、保護層２ｂ側と保護層２ｃ側の両方に粘着剤層３及
び剥離紙４をそれぞれ設けてもよい。また、保護層２
ｂ，２ｃは設けても設けなくてもよく、また保護層の代
わりに或いは保護層と共に、反射層、防眩層などの他の
機能を有する層を設けることもできる。The pressure-sensitive adhesive layer 3 preferably has a dry thickness of 10 to 50 μm, especially 15 to 30 μm. Further, in the polarizing film of the present invention shown in FIG. 1, the pressure-sensitive adhesive layer 3 and the release paper 4 are provided only on the protective layer 2c side, but the pressure-sensitive adhesive layer 3 and the release layer 4 are provided on both the protective layer 2b side and the protective layer 2c side. Release papers 4 may be provided respectively. In addition, the protective layer 2
The layers b and 2c may or may not be provided, and a layer having another function such as a reflective layer or an antiglare layer may be provided instead of or together with the protective layer.

【００３８】[0038]

【実施例】以下に実施例及び比較例を挙げ、本発明の効
果を具体的に説明するが、本発明はこれらの実施例に制
限されるものではない。尚、実施例及び比較例における
接着力の測定（リワーク性の評価）、耐久性及び白ヌケ
性の評価は、下記の方法により行った。EXAMPLES The effects of the present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to these examples. In the examples and comparative examples, the measurement of the adhesive force (evaluation of reworkability), and the evaluation of durability and white spots were performed by the following methods.

【００３９】〔接着力の測定（リワーク性の評価）〕２
５mm×１８０mmにカットした偏光フィルム片を、卓上ラ
ミネート機を用いて、粘着剤層面をガラス板に圧着して
試験サンプルとする。該サンプルをオートクレーブ処理
（５０℃、５kg／cm2 、２０分）し、２３℃、６５％Ｒ
Ｈの条件下で２４時間放置した後、１８０°引き剥がし
角度での接着力（剥離速度：３００mm／min)を測定す
る。偏光フィルム用粘着剤組成物は、液晶セル（ガラス
セル）に対して剥離ができない程高い接着力を有してい
るものは、リワーク性の点で好ましくない。上記方法に
より測定した接着力が１２００ｇ／25mm以下、特に１０
００ｇ／25mm以下のものが、リワーク性に優れており、
上記接着力が１２００ｇ／25mmを超える場合はリワーク
性に劣る。また、引き剥がした際にガラス面に糊残りが
生じた場合もリワーク性に劣る。[Measurement of Adhesive Strength (Evaluation of Reworkability)] 2
A polarizing film piece cut into 5 mm × 180 mm was pressure-bonded to a glass plate using a desktop laminating machine to obtain a test sample. The sample was autoclaved (50 ° C., 5 kg / cm 2 , 20 minutes), 23 ° C., 65% R
After standing for 24 hours under the condition of H, the adhesive strength (peeling speed: 300 mm / min) at a 180 ° peeling angle is measured. A pressure-sensitive adhesive composition for a polarizing film having a high adhesive strength so that it cannot be peeled off from a liquid crystal cell (glass cell) is not preferable in terms of reworkability. Adhesion measured by the above method is 1200 g / 25 mm or less, especially 10 g
Those with a thickness of 00g / 25mm or less are excellent in reworkability,
When the adhesive strength exceeds 1200 g / 25 mm, reworkability is poor. Also, when adhesive residue remains on the glass surface when peeled off, the reworkability is poor.

【００４０】〔耐久性の評価〕長辺が吸収軸に対して４
５°になるようにカットした７０mm×１４０mm（長辺）
の偏光フィルム片を、卓上ラミネート機を用いて、粘着
剤層面をガラス板に圧着して試験サンプルとする。該サ
ンプルをオートクレーブ処理（５０℃、５kg／cm2 、２
０分）し、２３℃、６５％ＲＨの条件下で２４時間放置
した後、１００℃、ドライ及び６５℃、９５％ＲＨの条
件下に１０００時間放置し、発泡、剥がれの状態を目視
観察にて評価した。評価基準は次の通りである。 （１００℃、ドライの場合） ◎：発泡が認められない。 ○：直径１００μｍ未満の発泡が僅かに認められる。 △：直径１００〜２００μｍの発泡が多数認められる。 ×：直径２００μｍ以上の発泡が多数認められる。 （６５℃、９５％ＲＨの場合） ◎：剥がれがない。 ○：５００μｍ以内の剥がれ。 △：２mm未満の剥がれ。 ×：２mm以上の剥がれ。[Evaluation of durability] The long side is 4 with respect to the absorption axis.
70mm × 140mm (long side) cut to 5 °
The pressure-sensitive adhesive layer surface is pressed against a glass plate using a desktop laminating machine to obtain a test sample. The sample was autoclaved (50 ° C., 5 kg / cm 2 , 2
0 minutes) and left for 24 hours at 23 ° C. and 65% RH, then left for 1000 hours at 100 ° C., dry and 65 ° C. and 95% RH for visual observation of the state of foaming and peeling. Was evaluated. The evaluation criteria are as follows. (100 ° C., dry) ：: No foaming is observed. ：: Foaming less than 100 μm in diameter is slightly observed. Δ: Many foams having a diameter of 100 to 200 μm are observed. ×: Many foams having a diameter of 200 μm or more are observed. (65 ° C., 95% RH): No peeling. ：: Peeling within 500 μm. Δ: Peeling less than 2 mm. ×: Peeling of 2 mm or more.

【００４１】〔白ヌケ性の評価〕長辺が吸収軸に対して
４５°になるようにカットした７０mm×１４０mm（長
辺）の偏光フィルム片２枚を、ガラス板の両面に、これ
ら２枚の偏光フィルム片の吸収軸が直行するように配置
し、卓上ラミネート機を用いて、粘着剤層面をガラス板
に圧着して試験サンプルとする。該サンプルをオートク
レーブ処理（５０℃、５kg／cm2 、２０分）し、２３
℃、６５％ＲＨの条件下で２４時間放置した後、１００
℃、ドライの条件下に１０００時間放置し、白ヌケの発
生状態を目視観察にて評価した。評価基準は次の通りで
ある。 ○：白ヌケなし。 △：白ヌケが僅かに発生。 ×：４辺に白ヌケが大きく発生。[Evaluation of White Dropping Property] Two 70 mm × 140 mm (long side) polarizing film pieces cut so that the long side is at 45 ° to the absorption axis were placed on both sides of a glass plate. Are arranged so that the absorption axes of the polarizing film pieces are perpendicular to each other, and the surface of the pressure-sensitive adhesive layer is pressure-bonded to a glass plate using a desktop laminating machine to obtain a test sample. The sample was autoclaved (50 ° C., 5 kg / cm 2 , 20 minutes),
After standing for 24 hours under conditions of 65 ° C. and 65% RH, 100
The mixture was allowed to stand for 1000 hours under dry conditions at a temperature of ° C. and the occurrence of white spots was evaluated by visual observation. The evaluation criteria are as follows. ：: No white drop. Δ: White spots slightly occurred. ×: Large white spots occurred on four sides.

【００４２】製造例１（高分子量アクリル系ポリマーの
製造） ｎ−ブチルアクリレート９９重量部、アクリル酸１重量
部、酢酸エチル１００重量部及びアゾビスイソブチロニ
トリル０．２重量部を反応容器に入れ、該反応容器の空
気を窒素ガスで置換した後、攪拌下に窒素雰囲気中で、
該反応容器を６０℃に昇温させて６時間反応させ、さら
に７０℃に昇温させて２時間反応させた。その後、酢酸
エチル２０重量部にアゾビスイソブチロニトリル０．４
重量部を溶解させた溶液を１時間かけて滴下し、さらに
２時間反応させた。反応後、トルエンで希釈し、固形分
２０％のアクリル系ポリマー溶液（高分子量ポリマー溶
液Ｎｏ．１）を得た。得られたアクリル系ポリマーのマ
ーク−ホーインクプロットの勾配値、重量平均分子量
（Mw）及びガラス転移点(Tg)を表１に示す。Production Example 1 (Production of high molecular weight acrylic polymer) 99 parts by weight of n-butyl acrylate, 1 part by weight of acrylic acid, 100 parts by weight of ethyl acetate and 0.2 parts by weight of azobisisobutyronitrile were placed in a reaction vessel. After replacing the air in the reaction vessel with nitrogen gas, in a nitrogen atmosphere under stirring,
The reaction vessel was heated to 60 ° C and reacted for 6 hours, and further heated to 70 ° C and reacted for 2 hours. Then, azobisisobutyronitrile 0.4 was added to 20 parts by weight of ethyl acetate.
A solution in which parts by weight were dissolved was added dropwise over 1 hour, and the reaction was further performed for 2 hours. After the reaction, the resultant was diluted with toluene to obtain an acrylic polymer solution having a solid content of 20% (high-molecular-weight polymer solution No. 1). Table 1 shows the slope value, weight average molecular weight (Mw) and glass transition point (Tg) of the obtained acrylic polymer in the mark-hoink plot.

【００４３】製造例２〜８ 表１に示すモノマー組成とし、且つ製造例２では初期反
応温度６０℃を７０℃に変更し、製造例３では初期反応
温度６０℃を７０℃に変更すると共に初期アゾビスイソ
ブチロニトリルの添加量０．２重量部を０．３重量部に
変更し、製造例４では初期反応温度６０℃を６５℃に変
更した以外は、製造例１と同様にして、アクリル系ポリ
マー溶液（高分子量ポリマー溶液Ｎｏ．２〜Ｎｏ．８）
をそれぞれ得た。得られたアクリル系ポリマーのマーク
−ホーインクプロットの勾配値、重量平均分子量（Mw）
及びガラス転移点(Tg)を表１に示す。Production Examples 2 to 8 The monomer compositions shown in Table 1 were used. In Production Example 2, the initial reaction temperature was changed from 60 ° C. to 70 ° C., and in Production Example 3, the initial reaction temperature was changed from 60 ° C. to 70 ° C. In the same manner as in Production Example 1, except that the addition amount of azobisisobutyronitrile was changed from 0.2 parts by weight to 0.3 parts by weight, and in Production Example 4, the initial reaction temperature was changed from 60 ° C. to 65 ° C. Acrylic polymer solution (high molecular weight polymer solution No. 2 to No. 8)
Was obtained respectively. Gradient value and weight average molecular weight (Mw) of the obtained acrylic polymer in Mark-Hoink plot
Table 1 shows the glass transition point (Tg).

【００４４】製造例９（低分子量アクリル系ポリマーの
製造） ｎ−ブチルアクリレート９９．５重量部、アクリル酸
０．５重量部、トルエン３５０重量部及びアゾビスイソ
ブチロニトリル０．５重量部を反応容器に入れ、該反応
容器の空気を窒素ガスで置換した後、攪拌下に窒素雰囲
気中で、該反応容器を９０℃に昇温させて６時間反応さ
せた。その後、酢酸エチル３０重量部にアゾビスイソブ
チロニトリル１．０重量部を溶解させた溶液を１時間か
けて滴下し、さらに２時間反応させた。反応後、トルエ
ンで希釈し、固形分２０％のアクリル系ポリマー溶液
（低分子量ポリマー溶液Ｎｏ．９）を得た。得られたア
クリル系ポリマーの重量平均分子量（Mw）及びガラス転
移点(Tg)を表２に示す。Production Example 9 (Production of low molecular weight acrylic polymer) 99.5 parts by weight of n-butyl acrylate, 0.5 parts by weight of acrylic acid, 350 parts by weight of toluene and 0.5 parts by weight of azobisisobutyronitrile were used. After the reaction vessel was placed in a reaction vessel and the air in the reaction vessel was replaced with nitrogen gas, the reaction vessel was heated to 90 ° C. and reacted for 6 hours in a nitrogen atmosphere with stirring. Thereafter, a solution in which 1.0 part by weight of azobisisobutyronitrile was dissolved in 30 parts by weight of ethyl acetate was added dropwise over 1 hour, and the reaction was further performed for 2 hours. After the reaction, the resultant was diluted with toluene to obtain an acrylic polymer solution having a solid content of 20% (low molecular weight polymer solution No. 9). Table 2 shows the weight average molecular weight (Mw) and glass transition point (Tg) of the obtained acrylic polymer.

【００４５】製造例１０〜１８ 表２に示すモノマー組成とし、且つ製造例１０では初期
アゾビスイソブチロニトリルの添加量０．５重量部を
１．０重量部に変更し、製造例１１では初期トルエンの
添加量３５０重量部を３２０重量部に変更し、製造例１
２では初期アゾビスイソブチロニトリルの添加量０．５
重量部を１．０重量部に変更すると共に反応温度９０℃
を１００℃に変更し、、製造例１３では初期トルエンの
添加量３５０重量部を３００重量部に変更した以外は、
製造例９と同様にして、アクリル系ポリマー溶液（低分
子量ポリマー溶液Ｎｏ．１０〜Ｎｏ．１８）をそれぞれ
得た。得られたアクリル系ポリマーの重量平均分子量
（Mw）及びガラス転移点(Tg)を表２に示す。Production Examples 10 to 18 The monomer compositions shown in Table 2 were used, and in Production Example 10, the initial addition amount of azobisisobutyronitrile was changed from 0.5 parts by weight to 1.0 part by weight. Production Example 1 was changed from the initial 350 parts by weight of toluene to 320 parts by weight.
In the case of 2, the initial addition amount of azobisisobutyronitrile was 0.5
Change the parts by weight to 1.0 parts by weight and at the reaction temperature of 90 ° C.
Was changed to 100 ° C., and in Preparation Example 13, the initial amount of added toluene was changed from 350 parts by weight to 300 parts by weight.
In the same manner as in Production Example 9, acrylic polymer solutions (low molecular weight polymer solutions No. 10 to No. 18) were obtained. Table 2 shows the weight average molecular weight (Mw) and glass transition point (Tg) of the obtained acrylic polymer.

【００４６】[0046]

【表１】 [Table 1]

【００４７】[0047]

【表２】 [Table 2]

【００４８】実施例１ 高分子量ポリマー溶液Ｎｏ．１及び低分子量ポリマー溶
液Ｎｏ．９を固形分比８０重量部／２０重量部になるよ
うに混合し、これに多官能性化合物としてイソシアネー
ト化合物（商品名：タケネートＤ−１１０Ｎ、武田薬品
工業（株）製）を固形分１重量部及びシランカップリン
グ剤としてγ−グリシドキシプロピルトリメトキシシラ
ン０．３重量部を添加し、十分に攪拌して偏光フィルム
用粘着剤溶液を得た。得られた偏光フィルム用粘着剤溶
液をポリエステル系剥離フィルムに塗布した後、乾燥さ
せた。このときの乾燥後の塗布厚は、２５μｍになるよ
うに調整した。次いで、この剥離フィルム上に塗布され
た粘着剤層を偏光ベースフィルム上に転写し、温度２３
℃、湿度６５％の条件で１０日間熟成させて本発明の偏
光フィルムを得た。得られた偏光フィルムについての接
着力の測定（リワーク性の評価）、耐久性及び白ヌケ性
の評価の結果を、偏光フィルム用粘着剤溶液の対数減衰
率及びゲル分とともに表３に示す。Example 1 High molecular weight polymer solution 1 and the low molecular weight polymer solution No. 1 9 was mixed at a solid content ratio of 80 parts by weight / 20 parts by weight, and an isocyanate compound (trade name: Takenate D-110N, manufactured by Takeda Pharmaceutical Co., Ltd.) as a polyfunctional compound was added at a solid content of 1 part by weight. Parts and 0.3 parts by weight of γ-glycidoxypropyltrimethoxysilane as a silane coupling agent were added and sufficiently stirred to obtain a pressure-sensitive adhesive solution for a polarizing film. The obtained pressure-sensitive adhesive solution for a polarizing film was applied to a polyester-based release film and then dried. At this time, the coating thickness after drying was adjusted to be 25 μm. Next, the pressure-sensitive adhesive layer applied on the release film was transferred onto a polarizing base film, and the temperature was changed to 23.
It was aged for 10 days at 65 ° C. and a humidity of 65% to obtain a polarizing film of the present invention. Table 3 shows the results of the measurement of the adhesive strength (evaluation of reworkability), the durability, and the evaluation of the whitening property of the obtained polarizing film, together with the logarithmic decrement and the gel content of the pressure-sensitive adhesive solution for a polarizing film.

【００４９】実施例２〜１９及び比較例１〜６ 実施例１と同様にして表３に示す組成の偏光フィルム用
粘着剤溶液をそれぞれ得、これらの偏光フィルム用粘着
剤溶液を用いて、実施例１と同様にして偏光フィルムを
それぞれ得た。得られた偏光フィルムについての接着力
の測定（リワーク性の評価）、耐久性及び白ヌケ性の評
価の結果を、偏光フィルム用粘着剤溶液の対数減衰率及
びゲル分とともに表３及び表４に示す。Examples 2 to 19 and Comparative Examples 1 to 6 In the same manner as in Example 1, a pressure-sensitive adhesive solution for a polarizing film having the composition shown in Table 3 was obtained. Polarized films were obtained in the same manner as in Example 1. The results of the measurement of the adhesive force (evaluation of reworkability), the durability and the evaluation of whitening resistance of the obtained polarizing film are shown in Tables 3 and 4 together with the logarithmic decay rate and the gel content of the pressure-sensitive adhesive solution for a polarizing film. Show.

【００５０】[0050]

【表３】 [Table 3]

【００５１】[0051]

【表４】 [Table 4]

【００５２】[0052]

【発明の効果】本発明の偏光フィルム用粘着剤組成物
は、剥がれ、発泡及び白ヌケ現象の発生を十分に防止す
ることができ、且つリワーク性に優れ、また被着体が汚
染されることのないものである。Industrial Applicability The pressure-sensitive adhesive composition for a polarizing film of the present invention can sufficiently prevent peeling, foaming and white spotting, has excellent reworkability, and contaminates an adherend. Without.

【図面の簡単な説明】[Brief description of the drawings]

【図１】図１は、本発明の粘着剤組成物からなる粘着剤
層を有する本発明の偏光フィルムの一例を示す断面図で
ある。FIG. 1 is a cross-sectional view showing an example of a polarizing film of the present invention having a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive composition of the present invention.

【図２】図２（イ）は、粘着剤組成物のゲル分の測定に
おいて作成される試料の概略図であり、図２（ロ）は、
粘着剤組成物のゲル分の測定において用いられる装置の
概略図である。FIG. 2 (a) is a schematic view of a sample prepared in the measurement of the gel component of the pressure-sensitive adhesive composition, and FIG.
It is the schematic of the apparatus used in the measurement of the gel component of an adhesive composition.

【符号の説明】[Explanation of symbols]

１ 偏光フィルム ２ 偏光ベースフィルム ２ａ 偏光子 ２ｂ，２ｃ 保護層 ３ 粘着剤層 ４ 剥離紙 ５ ガラス棒 ６ 試料 ７ ソックスレー抽出器 ８ 丸底フラスコ ９ 円筒ろ紙 DESCRIPTION OF SYMBOLS 1 Polarizing film 2 Polarizing base film 2a Polarizer 2b, 2c Protective layer 3 Adhesive layer 4 Release paper 5 Glass rod 6 Sample 7 Soxhlet extractor 8 Round bottom flask 9 Cylindrical filter paper

───────────────────────────────────────────────────── フロントページの続き (72)発明者 中川 信夫 栃木県佐野市米山南町53 日本カーバイド 工業株式会社佐野寮 (72)発明者 上前 昌己 栃木県佐野市米山南町53 日本カーバイド 工業株式会社社宅３−204 Ｆターム(参考） 4J004 AA09 AA10 AA14 AB01 AB04 CC02 DB02 FA05 4J040 DB041 DE021 DF011 DF041 DF051 DF081 DF101 DG001 EC231 EF151 EF181 EF291 EF301 EF311 EF321 GA05 GA07 GA11 GA14 GA15 GA22 HC22 HC25 HD34 HD35 HD36 HD37 HD41 JA09 JB09 KA16 LA01 LA02  ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Nobuo Nakagawa 53 Yoneyama Minamicho, Sano City, Tochigi Prefecture Japan Carbide Industry Co., Ltd. Sano Dormitory (72) Inventor Masami Uema 53 Yoneyama Minami Town, Sano City, Tochigi Prefecture 53 Japan Carbide Industry Co., Ltd. 3 −204 F term (reference) 4J004 AA09 AA10 AA14 AB01 AB04 CC02 DB02 FA05 4J040 DB041 DE021 DF011 DF041 DF051 DF081 DF101 DG001 EC231 EF151 EF181 EF291 EF301 EF311 EF321 GA05 GA07 GA11 HD09 HC09

Claims (8)

【特許請求の範囲】[Claims] 【請求項１】 下記（ａ）成分１００重量部、下記
（ｂ）成分１０〜１００重量部及び下記（ｃ）成分０．
００１〜１０重量部を含有することを特徴とする偏光フ
ィルム用粘着剤組成物。 （ａ）反応性官能基を含有する重量平均分子量１００〜
２５０万の高分子量アクリル系ポリマー。 （ｂ）ガラス転移点が０〜−８０℃である重量平均分子
量３〜１０万の低分子量アクリル系ポリマー。 （ｃ）上記（ａ）成分の反応性官能基と反応して架橋構
造を形成可能な官能基を２個以上含有する多官能性化合
物。(1) 100 parts by weight of the following component (a), 10 to 100 parts by weight of the following component (b), and 0.1% by weight of the following component (c).
A pressure-sensitive adhesive composition for a polarizing film, comprising 001 to 10 parts by weight. (A) Weight average molecular weight containing reactive functional group of 100 to
2.5 million high molecular weight acrylic polymer. (B) A low molecular weight acrylic polymer having a glass transition point of 0 to -80 ° C and a weight average molecular weight of 30,000 to 100,000. (C) A polyfunctional compound containing two or more functional groups capable of forming a crosslinked structure by reacting with the reactive functional group of the component (a). 【請求項２】 上記（ｂ）成分が、反応性官能基を含有
する低分子量アクリル系ポリマーである請求項１記載の
偏光フィルム用粘着剤組成物。2. The pressure-sensitive adhesive composition for a polarizing film according to claim 1, wherein the component (b) is a low molecular weight acrylic polymer containing a reactive functional group. 【請求項３】 上記（ｂ）成分の反応性官能基が、上記
（ｃ）成分の官能基と反応して架橋構造を形成可能な官
能基である請求項２記載の偏光フィルム用粘着剤組成
物。3. The pressure-sensitive adhesive composition for a polarizing film according to claim 2, wherein the reactive functional group of the component (b) is a functional group capable of forming a crosslinked structure by reacting with the functional group of the component (c). object. 【請求項４】 上記（ｂ）成分が、反応性官能基を含有
しない低分子量アクリル系ポリマーである請求項１記載
の偏光フィルム用粘着剤組成物。4. The pressure-sensitive adhesive composition for a polarizing film according to claim 1, wherein the component (b) is a low molecular weight acrylic polymer containing no reactive functional group. 【請求項５】 さらに（ｄ）シランカップリング剤を含
有する請求項１〜４の何れかに記載の偏光フィルム用粘
着剤組成物。5. The pressure-sensitive adhesive composition for a polarizing film according to claim 1, further comprising (d) a silane coupling agent. 【請求項６】 上記（ａ）成分と上記（ｃ）成分との間
又は上記（ａ）成分及び上記（ｂ）成分と上記（ｃ）成
分との間で架橋構造が形成された後の偏光フイルム用粘
着剤組成物のゲル分が、４０〜８５％である請求項１〜
５の何れかに記載の偏光フィルム用粘着剤組成物。6. Polarized light after a crosslinked structure is formed between the component (a) and the component (c) or between the component (a) and the component (b) and the component (c). The gel composition of the pressure-sensitive adhesive composition for a film is 40 to 85%.
5. The pressure-sensitive adhesive composition for a polarizing film according to any one of 5. 【請求項７】 ３０〜１００℃における対数減衰率が
０．２〜０．５である請求項１〜６の何れかに記載の偏
光フィルム用粘着剤組成物。7. The pressure-sensitive adhesive composition for a polarizing film according to claim 1, wherein the logarithmic decrement at 30 to 100 ° C. is 0.2 to 0.5. 【請求項８】 請求項１〜７の何れかに記載の偏光フィ
ルム用粘着剤組成物からなる粘着剤層が、偏光ベースフ
ィルムの少なくとも一方の面に形成されていることを特
徴とする偏光フィルム。8. A polarizing film, wherein a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive composition for a polarizing film according to claim 1 is formed on at least one surface of a polarizing base film. .
JP2000314328A 2000-10-13 2000-10-13 Adhesive composition for polarizing film and polarizing film Expired - Lifetime JP4072309B2 (en)

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