JP2006052379A - 粘着剤組成物、粘着シート類及び表面保護フィルム - Google Patents
粘着剤組成物、粘着シート類及び表面保護フィルム Download PDFInfo
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- JP2006052379A JP2006052379A JP2005129382A JP2005129382A JP2006052379A JP 2006052379 A JP2006052379 A JP 2006052379A JP 2005129382 A JP2005129382 A JP 2005129382A JP 2005129382 A JP2005129382 A JP 2005129382A JP 2006052379 A JP2006052379 A JP 2006052379A
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- sensitive adhesive
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Images
Abstract
【解決手段】イオン性液体、界面活性剤、及びベースポリマーとしてガラス転移温度Tgが0℃以下のポリマーを含有してなることを特徴とする粘着剤組成物。
【選択図】なし
Description
[式(B)中のRdは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Re、Rf、及びRgは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(C)中のRhは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Ri、Rj、及びRkは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(D)中のZは、窒素、硫黄、又はリン原子を表し、Rl、Rm、Rn、及びRoは、同一又は異なって、炭素数1から20の炭化水素基を表し、ヘテロ原子を含んでもよい。但しZが硫黄原子の場合、Roはない。]
[式(B)中のRdは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Re、Rf、及びRgは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(C)中のRhは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Ri、Rj、及びRkは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(D)中のZは、窒素、硫黄、又はリン原子を表し、Rl、Rm、Rn、及びRoは、同一又は異なって、炭素数1から20の炭化水素基を表し、ヘテロ原子を含んでもよい。但しZが硫黄原子の場合、Roはない。]
酸価は、自動滴定装置(平沼産業社製、COM−550)を用いて測定を行い、下記式より求めた。
A={(Y−X)×f×5.611}/M
A;酸価
Y;サンプル溶液の滴定量(ml)
X;混合溶媒50gのみの溶液の滴定量(ml)
f;滴定溶液のファクター
M;ポリマーサンプルの重量(g)
測定条件は下記の通りである。
サンプル溶液:ポリマーサンプル約0.5gを混合溶媒(トルエン/2−プロパノール/蒸留水=50/49.5/0.5、重量比)50gに溶解してサンプル溶液とした。
滴定溶液:0.1N、2−プロパノール性水酸化カリウム溶液(和光純薬工業社製、石油製品中和価試験用)
電極:ガラス電極;GE−101、比較電極;RE−201
測定モード:石油製品中和価試験1
分子量は、GPC装置(東ソー社製、HLC−8220GPC)を用いて測定を行い、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℃
カラム:
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
ガラス転移温度Tg(℃)は、各モノマーによるホモポリマーのガラス転移温度Tgn(℃)として下記の文献値を用い、下記の式により求めた。
式:1/(Tg+273)=Σ〔Wn/(Tgn+273)〕
〔式中、Tg(℃)は共重合体のガラス転移温度、Wn(−)は各モノマーの重量分率、Tgn(℃)は各モノマーによるホモポリマーのガラス転移温度、nは各モノマーの種類を表す。〕
2−エチルヘキシルアクリレート:−70℃
2−ヒドロキシエチルアクリレート:−15℃
イオン性液体の構造解析は、NMR測定、XRF測定、FT−IR測定によって行った。
NMR測定は、核磁気共鳴装置(日本電子社製、EX−400)を用いて、下記の測定条件にて行った。
観測周波数:400MHz(1H)、100MHz(13C)
測定溶媒:acetone−d6
測定温度:23℃
XRF測定は、走査型蛍光X線分析装置(理学電機社製、ZSX−100e)を用いて、下記の測定条件にて行った。
測定方法:ろ紙法
X線源:Rh
FT−IR測定は、赤外分光光度計(Nicolet社製、Magna−560)を用いて、下記の測定条件にて行った。
測定方法:ATR法
検出器:DTGS
分解能:4.0cm−1
積算回数:64回
(アクリル系ポリマー(A))
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200重量部、2−ヒドロキシエチルアクリレート8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0.4重量部、酢酸エチル312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、アクリル系ポリマー(A)の溶液(40重量%)を調製した。このアクリル系ポリマー(A)は、Tg=−68℃、重量平均分子量55万、酸価0.0であった。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、1−ブチル−3−メチルピリジニウムクロライド(和光純薬工業社製)10重量部を蒸留水で20重量%に希釈した溶液を添加した後、撹拌羽根を回しながらリチウムビス(トリフルオロメタンスルホニル)イミド(キシダ化学社製)19重量部を蒸留水で20重量%に希釈した溶液を徐々に添加した。添加後、25℃下で2時間撹拌を続けた後、12時間静置し、上澄み液を除去し、液状の生成物を得た。
(帯電防止剤溶液(a))
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、上記イオン性液体(1)5重量部、非イオン性反応性界面活性剤(旭電化工業社製、アデカリアソープNE−10)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(a)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、N,N−ジエチル−N−メチル−N−(2−メトキシエチル)アンモニウムビス(トリフルオロメタンスルホニル)イミド(関東化学社製、25℃下で液状)5重量部、非イオン性反応性界面活性剤(旭電化工業社製、アデカリアソープER−10)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(b)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、N,N−ジエチル−N−メチル−N−(2−メトキシエチル)アンモニウムビス(トリフルオロメタンスルホニル)イミド(関東化学社製、25℃下で液状)5重量部、非イオン性界面活性剤(花王社製、エマルゲン120)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(c)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、N,N−ジエチル−N−メチル−N−(2−メトキシエチル)アンモニウムビス(トリフルオロメタンスルホニル)イミド(関東化学社製、25℃下で液状)5重量部、非イオン性界面活性剤(第一工業製薬社製、ノイゲンEA130T)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(d)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、上記イオン性液体(1)5重量部、ポリプロピレングリコール−ポリエチレングリコール−ポリプロピレングリコールブロック共重合体(数平均分子量2000、エチレングリコール比率50wt%)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(e)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、N,N−ジエチル−N−メチル−N−(2−メトキシエチル)アンモニウムビス(トリフルオロメタンスルホニル)イミド(関東化学社製、25℃下で液状)5重量部、ポリプロピレングリコール−ポリエチレングリコール−ポリプロピレングリコールブロック共重合体(数平均分子量2000、エチレングリコール比率50重量%)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(f)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、ヨウ化リチウム0.1重量部、ポリプロピレングリコール(数平均分子量2000、ジオール型)9.9重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を80℃付近に保って2時間混合攪拌を行い、帯電防止剤溶液(g)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、脂環族アミン系イオン性液体(広栄化学工業社製、IL−A1、25℃下で液状)5重量部、非イオン性反応性界面活性剤(旭電化工業社製、アデカリアソープER−10)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(h)(10重量%)を調製した。
攪拌羽根、温度計、冷却器を備えた四つ口フラスコに、1−エチル−3−メチルイミダゾリウム(トリフルオロメタンスルホニル)トリフルオロアセトアミド(トクヤマ社製、EMI−TSAC、25℃下で液状)5重量部、非イオン性反応性界面活性剤(旭電化工業社製、アデカリアソープER−10)5重量部、酢酸エチル90重量部を仕込み、フラスコ内の液温を常温(25℃)付近に保って30分間混合攪拌を行い、帯電防止剤溶液(i)(10重量%)を調製した。
帯電防止剤(ソルベックス社製、マイクロソルバーRMd−142、酸化スズとポリエステル樹脂を主成分とする)10重量部を、水30重量部とメタノール70重量部からなる混合溶媒で希釈することにより帯電防止剤溶液を調製した。得られた帯電防止剤溶液を、ポリエチレンテレフタレート(PET)フィルム(厚さ38μm)上にマイヤーバーを用いて塗布し、130℃で1分間乾燥することにより溶剤を除去して帯電防止層(厚さ0.2μm)を形成し、帯電防止処理フィルムを作製した。
(粘着剤組成物の調製)
上記アクリル系ポリマー(A)の溶液(40重量%)を酢酸エチルで20重量%に希釈し、この溶液100重量部に上記帯電防止剤溶液(a)(10重量%)1.4重量部、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(日本ポリウレタン工業社製 コロネートHX)0.6重量部、架橋触媒としてジラウリン酸ジブチルスズ(1重量%酢酸エチル溶液)0.4重量部を加えて、常温(25℃)下で約1分間混合攪拌を行ってアクリル粘着剤溶液(1)を調製した。
上記アクリル粘着剤溶液(1)を、上記の帯電防止処理フィルムの帯電防止処理面とは反対の面に塗布し、110℃で3分間加熱して、厚さ20μmの粘着剤層を形成した。次いで、前記粘着剤層の表面に、片面にシリコーン処理を施した厚さ25μmのポリエチレンテレフタレートフィルムのシリコーン処理面を貼合せて粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(a)(10重量%)2重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(2)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(2)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(b)(10重量%)1重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(3)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(3)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(c)(10重量%)1重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(4)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(4)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(d)(10重量%)1重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(5)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(5)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記アクリル系ポリマー(A)の溶液(40重量%)を酢酸エチルで20重量%に希釈し、この溶液100重量部に上記帯電防止剤溶液(h)(10重量%)1.6重量部、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(日本ポリウレタン工業社製 コロネートHX)0.3重量部、架橋触媒としてジラウリン酸ジブチルスズ(1重量%酢酸エチル溶液)0.4重量部を加えて、常温(25℃)下で約1分間混合攪拌を行ってアクリル粘着剤溶液(6)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(6)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記アクリル系ポリマー(A)の溶液(40重量%)を酢酸エチルで20重量%に希釈し、この溶液100重量部に上記帯電防止剤溶液(i)(10重量%)1.0重量部、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(日本ポリウレタン工業社製 コロネートHX)0.3重量部、架橋触媒としてジラウリン酸ジブチルスズ(1重量%酢酸エチル溶液)0.4重量部を加えて、常温(25℃)下で約1分間混合攪拌を行ってアクリル粘着剤溶液(7)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(7)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(e)(10重量%)1.4重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(8)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(8)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(f)(10重量%)1重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(9)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(9)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、非イオン性反応性界面活性剤(旭電化工業社製、アデカリアソープNE−10)0.2重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(10)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(10)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、上記帯電防止剤溶液(g)(10重量%)14重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(11)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(11)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
(粘着剤組成物の調製)
上記帯電防止剤溶液(a)1.4重量部に代えて、アニオン性界面活性剤であるジアルキルスルホコハク酸エステルナトリウム塩(第一工業製薬社製、ネオコールP)2.0重量部を用い、架橋剤として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(日本ポリウレタン工業社製、コロネートL、75重量%酢酸エチル溶液)1重量部、架橋触媒としてジラウリン酸ジブチルスズ(1重量%酢酸エチル溶液)0.6重量部を用いたこと以外は、実施例1と同様にしてアクリル粘着剤溶液(12)を調製した。
上記アクリル粘着剤溶液(1)に代えて、上記アクリル粘着剤溶液(12)を用いたこと以外は、実施例1と同様にして粘着シートを作製した。
粘着シートを幅70mm、長さ130mmのサイズにカットし、セパレーターを剥離した後、あらかじめ除電しておいたアクリル板(三菱レイヨン社製、アクリライト、厚み:1mm、幅:70mm、長さ:100mm)に貼り合わせた偏光板(日東電工社製、SEG1425WVAGS2B、幅:70mm、長さ:100mm)表面に片方の端部が30mmはみ出すようにハンドローラーにて圧着した。
粘着シートを幅50mm、長さ80mmのサイズにカットし、セパレーターを剥離した後、偏光板(日東電工社製、SEG1425WVAGS2B、幅:70mm、長さ:100mm)にハンドローラーにて圧着し、評価サンプルを作製した。
汚染が認められた場合:×
粘着シートを幅25mm、長さ100mmにカットし、セパレーターを剥離した後、偏光板(日東電工社製、SEG1425DU、幅:70mm、長さ:100mm)に0.25MPaの圧力でラミネートし、評価サンプルを作製した。
ラミネート後、23℃×50%RHの環境下に30分間放置した後、万能引張試験機にて剥離速度10m/分、剥離角度180°で剥離したときの粘着力を測定した。測定は23℃×50%RHの環境下で行なった。
Claims (8)
- イオン性液体、界面活性剤、及びベースポリマーとしてガラス転移温度Tgが0℃以下のポリマーを含有してなることを特徴とする粘着剤組成物。
- 前記イオン性液体が、含窒素オニウム塩、含硫黄オニウム塩、又は含リンオニウム塩のいずれか1種以上である請求項1記載の粘着剤組成物。
- 前記イオン性液体が、下記一般式(A)〜(D)で表される1種以上のカチオンを含む請求項1又は2に記載の粘着剤組成物。
[式(B)中のRdは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Re、Rf、及びRgは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(C)中のRhは、炭素数2から20の炭化水素基を表し、ヘテロ原子を含んでもよく、Ri、Rj、及びRkは、同一又は異なって、水素又は炭素数1から16の炭化水素基を表し、ヘテロ原子を含んでもよい。]
[式(D)中のZは、窒素、硫黄、又はリン原子を表し、Rl、Rm、Rn、及びRoは、同一又は異なって、炭素数1から20の炭化水素基を表し、ヘテロ原子を含んでもよい。但しZが硫黄原子の場合、Roはない。] - 前記界面活性剤が、エチレンオキシド基を有する界面活性剤である請求項1〜3のいずれかに記載の粘着剤組成物。
- ガラス転移温度Tgが0℃以下のポリマーが、炭素数1〜14のアルキル基を有すアクリレート及び/又はメタクリレートの1種以上を主成分とするアクリル系ポリマーである請求項1〜4のいずれかに記載の粘着剤組成物。
- 請求項1〜5のいずれかに記載の粘着剤組成物を架橋してなる粘着剤層。
- 支持体の片面又は両面に請求項1〜5のいずれかに記載の粘着剤組成物を含む粘着剤層を有することを特徴とする粘着シート類。
- 支持体の片面又は両面に請求項1〜5のいずれかに記載の粘着剤組成物を含む粘着剤層を有することを特徴とする表面保護フィルム。
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WO2009125672A1 (ja) * | 2008-04-07 | 2009-10-15 | 日東電工株式会社 | 粘着剤組成物、表面保護フィルム、及び、フラットパネルディスプレイ用マザーガラス表面保護フィルム |
KR101553090B1 (ko) * | 2008-04-07 | 2015-09-14 | 닛토덴코 가부시키가이샤 | 점착제 조성물, 표면 보호 필름, 및 플랫 패널 디스플레이용 마더 글래스 표면 보호 필름 |
JP2012158657A (ja) * | 2011-01-31 | 2012-08-23 | Toppan Forms Co Ltd | 帯電防止性組成物及び成形体 |
WO2012141099A1 (ja) * | 2011-04-15 | 2012-10-18 | 日東電工株式会社 | 粘着シート |
WO2012141100A1 (ja) * | 2011-04-15 | 2012-10-18 | 日東電工株式会社 | 粘着シート |
JP2015199891A (ja) * | 2014-03-31 | 2015-11-12 | 王子ホールディングス株式会社 | 粘着剤層形成用塗剤 |
JP2015199890A (ja) * | 2014-03-31 | 2015-11-12 | 王子ホールディングス株式会社 | 粘着剤層の製造方法 |
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