JP5742933B2 - 粘着剤及びそれを用いた粘着材 - Google Patents
粘着剤及びそれを用いた粘着材 Download PDFInfo
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- JP5742933B2 JP5742933B2 JP2013509968A JP2013509968A JP5742933B2 JP 5742933 B2 JP5742933 B2 JP 5742933B2 JP 2013509968 A JP2013509968 A JP 2013509968A JP 2013509968 A JP2013509968 A JP 2013509968A JP 5742933 B2 JP5742933 B2 JP 5742933B2
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- monomer
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- sensitive adhesive
- resin
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- 239000000853 adhesive Substances 0.000 title claims description 86
- 230000001070 adhesive effect Effects 0.000 title claims description 86
- 239000000178 monomer Substances 0.000 claims description 161
- -1 1,4-piperazinediyl group Chemical group 0.000 claims description 133
- 229920005989 resin Polymers 0.000 claims description 97
- 239000011347 resin Substances 0.000 claims description 97
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 93
- 238000009833 condensation Methods 0.000 claims description 65
- 230000005494 condensation Effects 0.000 claims description 65
- 125000003118 aryl group Chemical group 0.000 claims description 30
- 229920006122 polyamide resin Polymers 0.000 claims description 29
- 238000012643 polycondensation polymerization Methods 0.000 claims description 24
- 239000007788 liquid Substances 0.000 claims description 19
- 125000004427 diamine group Chemical group 0.000 claims description 17
- 239000010410 layer Substances 0.000 claims description 17
- 150000008064 anhydrides Chemical class 0.000 claims description 14
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 11
- 125000001142 dicarboxylic acid group Chemical group 0.000 claims description 5
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 239000000463 material Substances 0.000 description 50
- 238000000034 method Methods 0.000 description 36
- 238000010438 heat treatment Methods 0.000 description 26
- 239000012790 adhesive layer Substances 0.000 description 24
- 229920001721 polyimide Polymers 0.000 description 24
- 125000002723 alicyclic group Chemical group 0.000 description 19
- 125000004432 carbon atom Chemical group C* 0.000 description 16
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- 238000001035 drying Methods 0.000 description 7
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- 238000011156 evaluation Methods 0.000 description 5
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- XUSNPFGLKGCWGN-UHFFFAOYSA-N 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine Chemical compound NCCCN1CCN(CCCN)CC1 XUSNPFGLKGCWGN-UHFFFAOYSA-N 0.000 description 4
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 4
- 229910052804 chromium Inorganic materials 0.000 description 4
- 239000011651 chromium Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
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- 239000010949 copper Substances 0.000 description 4
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
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- 229910052749 magnesium Inorganic materials 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 4
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- 238000003825 pressing Methods 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
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- 239000011135 tin Substances 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- 239000010936 titanium Substances 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- FDQSRULYDNDXQB-UHFFFAOYSA-N benzene-1,3-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=CC(C(Cl)=O)=C1 FDQSRULYDNDXQB-UHFFFAOYSA-N 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 3
- 125000000962 organic group Chemical group 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid group Chemical group C(C(=O)O)(=O)O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
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- 229920002223 polystyrene Polymers 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- IVMKBBDVVDYGPS-UHFFFAOYSA-N 1,4-dipropylpiperazine Chemical compound CCCN1CCN(CCC)CC1 IVMKBBDVVDYGPS-UHFFFAOYSA-N 0.000 description 2
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 2
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- KYEACNNYFNZCST-UHFFFAOYSA-N 1-methylpyrrolidine-2,5-dione Chemical compound CN1C(=O)CCC1=O KYEACNNYFNZCST-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- ZPAKUZKMGJJMAA-UHFFFAOYSA-N Cyclohexane-1,2,4,5-tetracarboxylic acid Chemical compound OC(=O)C1CC(C(O)=O)C(C(O)=O)CC1C(O)=O ZPAKUZKMGJJMAA-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
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- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
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Description
(1)上記モノマー(A)、上記モノマー(A)の無水物及び上記モノマー(B)からなる群より選ばれる少なくとも一種が、25℃で液状である。
(2)上記縮合系樹脂が、ポリオキシアルカンジイル基を有する。
(1)上記モノマー(A)、上記モノマー(A)の無水物及び上記モノマー(B)からなる群より選ばれる少なくとも一種が、25℃で液状である。
(2)上記縮合系樹脂が、ポリオキシアルカンジイル基を有する。
(1)上記モノマー(A)、上記モノマー(A)の無水物及び上記モノマー(B)からなる群より選ばれる少なくとも一種が、25℃で液状である。
(2)上記縮合系樹脂が、ポリオキシアルカンジイル基を有する。
本実施形態に係る粘着剤は、カルボキシル基を少なくとも2つ有するモノマー(A)及びアミノ基を少なくとも2つ有するモノマー(B)を含む重合性モノマーを縮合重合して得られる構造単位を有する縮合系樹脂を、含有する。
(1)モノマー(A)、モノマー(A)の無水物及びモノマー(B)からなる群より選ばれる少なくとも一種が、25℃で液状である。
(2)縮合系樹脂が、ポリオキシアルカンジイル基を有する。
本実施形態に係る粘着剤は、高温環境下でも粘着性を維持することができるため、下記(1)〜(3)の工程を備える用途に用いることができる。
(1)第一の被着体に、粘着剤を含有する粘着層を介して、第二の被着体を貼付する貼付工程。
(2)粘着層の温度が200℃以上となる条件下で、第一の被着体及び第二の被着体を加熱する加熱工程。
(3)加熱工程を経た第一の被着体から、粘着層及び第二の被着体を剥離する剥離工程。
図1は、本発明の粘着剤の好適な一実施形態を示す模式断面図である。図1に示す粘着剤1は、支持体10と、該支持体10上に設けられた粘着剤を含有する粘着層14と、を備える。
本実施形態に係る粘着剤は、高温環境下でも粘着性を維持することができるため、下記(1)〜(3)の工程を備える用途に用いることができる。
(1)被着体に、粘着材を、粘着層が被着体に近い側に配置されるように貼付する貼付工程。
(2)粘着材の温度が200℃以上となる条件下で、被着体を加熱する加熱工程。
(3)加熱工程を経た被着体から、粘着材を剥離する剥離工程。
攪拌機、還流冷却器、温度計、窒素導入管を備えたセパラブルフラスコに、二塩化イソフタロイル50部(モル比)、ポリプロピレンオキサイドジアミン(JEFFAMINE(登録商標)D−2000、HUNTSMAN社製)5部(モル比)及び1,4−ビス(3−アミノプロピル)ピペラジン45部(モル比)を、酸中和剤としてトリエチルアミン110部(モル比)を含むN−メチルピロリドン中、氷冷下で縮合重合させた。反応終了後、反応混合液に3倍量の水を加えて、不溶成分を分離、乾燥することにより平均重量分子量が45000のポリアミド樹脂を得た。得られたポリアミド樹脂を、N,N’−ジメチルアセトアミドに溶解させ、粘着剤ワニスを得た。
アルミパン中に実施例1で得られたポリアミド樹脂を3mg取り、TA Instrument製示差走査型熱量計 DSC Q2000を使用して、−50〜200℃の間における熱収支から、Tgを測定した。
実施例1で得られた粘着材を、厚さ70μmの10cm×10cmガラス板上に配置し、17〜25℃の条件下で、ロール圧0.3MPaのラミネータを0.8m/分の速度で通過させることで貼り付けた。貼り付けられた粘着材を200℃、10分間加熱した後に、粘着材のポリイミドフィルムの端部を少し剥がして把持し、レオメータRE3305R(山電製)引っ張り試験機を用いて、幅10mmを90度、引張速度300mm/minで、ポリイミドフィルムを引き剥がすのに要する最小の力(N/cm)を測定した。
実施例1で得られた粘着材の重量を測定し、予め測定していたポリイミドフィルムの重量を差し引くことで、粘着材の粘着層の重量を算出した。次いで、粘着性の評価と同様にして、粘着材のガラス板への貼り付け及び粘着材の剥離を行った。剥離した粘着材の重量を測定し、予め測定していたポリイミドフィルムの重量を差し引くことで、剥離後の粘着材の粘着層の重量を算出した。このとき、貼付前の粘着層の重量に対する、剥離後の粘着層の重量の割合が90%以上であった場合を「A」、90%未満であった場合を「B」として、剥れ残りの有無を評価した。
粘着性の評価と同様にして、粘着材のガラス板への貼り付けを行った。粘着材を貼り付けたガラス板を、200℃のクリーンオーブン中で1時間加熱し、粘着材のガラス板からの剥れの有無を目視で確認した。剥れがなかった場合を「A」、剥れがあった場合を「B」として、耐熱性を評価した。
二塩化イソフタロイル43.75部(モル比)、二塩化テレフタロイル6.25部、ポリプロピレングリコールジアミン(JEFFAMINE(登録商標)D−2000、HUNTSMAN社製)5部及び1,4−ビス(3−アミノプロピル)ピペラジン45部を、N−メチルピロリドン中で縮合重合して、ポリアミド樹脂を得た。得られたポリアミド樹脂を、N,N’−ジメチルアセトアミドに溶解させ、粘着剤ワニスを得た。
二塩化イソフタロイル13部、3,3−ジアミノジフェニルスルホン13部をN−メチルピロリドン中で縮合重合して、ポリアミド樹脂を得た。得られたポリアミド樹脂を、N,N’−ジメチルアセトアミドに溶解させ、粘着剤ワニスを得た。
Claims (9)
- カルボキシル基を少なくとも2つ有するモノマー(A)及びアミノ基を少なくとも2つ有するモノマー(B)を含む重合性モノマーを縮合重合して得られる構造単位を有する縮合系樹脂を含有し、
前記縮合系樹脂がポリアミド樹脂であり、
前記縮合系樹脂が1,4−ピペラジンジイル基を有するジアミン単位を有し、
下記(1)及び(2)の双方を満たす、粘着剤。
(1)前記モノマー(A)、前記モノマー(A)の無水物及び前記モノマー(B)からなる群より選ばれる少なくとも一種が、25℃で液状である。
(2)前記縮合系樹脂が、ポリオキシアルカンジイル基を有し、前記構造単位中の前記モノマー(B)に由来する構造が、前記ポリオキシアルカンジイル基を有する。 - 前記重合性モノマーが、ポリオキシアルカンジイル基及び少なくとも2つのアミノ基を有するモノマー(b−1)を、前記モノマー(A)及び前記モノマー(B)の総量に対して2.5〜10mol%の割合で含む、請求項1に記載の粘着剤。
- 前記縮合系樹脂の含有量が50質量%以上である、請求項1又は2に記載の粘着剤。
- 前記縮合系樹脂からなる粘着剤である、請求項1〜3のいずれか一項に記載の粘着剤。
- カルボキシル基を少なくとも2つ有するモノマー(A)及びアミノ基を少なくとも2つ有するモノマー(B)を含む重合性モノマーを縮合重合して得られる構造単位を有し、前記モノマー(A)、前記モノマー(A)の無水物及び前記モノマー(B)からなる群より選ばれる少なくとも一種が25℃で液状である、ポリアミド樹脂である縮合系樹脂を50質量%以上含有し、
前記縮合系樹脂が、ポリオキシアルカンジイル基を有するジアミン単位を含み、
前記縮合系樹脂が、1,4−ピペラジンジイル基を有するジアミン単位を含む、粘着剤。 - 前記縮合系樹脂が二価の芳香環基をさらに有する、請求項5に記載の粘着剤。
- 前記縮合系樹脂が、二価の芳香環基を有するジカルボン酸単位を含む、請求項6に記載の粘着剤。
- 前記縮合系樹脂からなる粘着剤である、請求項5〜7のいずれか一項に記載の粘着剤。
- 支持体と、該支持体上に設けられた請求項1〜8のいずれか一項に記載の粘着剤を含有する粘着層と、を備える粘着材。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2013509968A JP5742933B2 (ja) | 2011-04-12 | 2012-04-12 | 粘着剤及びそれを用いた粘着材 |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JPPCT/JP2011/059103 | 2011-04-12 | ||
PCT/JP2011/059103 WO2012140740A1 (ja) | 2011-04-12 | 2011-04-12 | 粘着剤組成物及びそれを用いた粘着材、並びにそれらの使用方法 |
PCT/JP2012/060069 WO2012141267A1 (ja) | 2011-04-12 | 2012-04-12 | 粘着剤及びそれを用いた粘着材、並びにそれらの使用方法 |
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Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5175737A (ja) * | 1974-11-29 | 1976-06-30 | Texaco Development Corp | Netsukasoseisetsuchakuzai |
JPS6222843A (ja) * | 1985-07-23 | 1987-01-31 | ミネソタ マイニング アンド マニュファクチュアリング コンパニ− | ポリアミド−アクリルブレンド |
JPH10234840A (ja) * | 1997-02-25 | 1998-09-08 | Teijin Ltd | ポリエーテルエステルアミド型医療用粘着剤 |
JPH10298069A (ja) * | 1997-04-23 | 1998-11-10 | Teijin Ltd | 消炎鎮痛貼付剤 |
JPH10298067A (ja) * | 1997-04-23 | 1998-11-10 | Teijin Ltd | 医療用粘着剤および経皮吸収性粘着製剤 |
JP2009191230A (ja) * | 2008-02-18 | 2009-08-27 | Mitsui Chemicals Inc | テープおよびこのテープを使用した半導体素子の製造方法 |
JP2010238852A (ja) * | 2009-03-31 | 2010-10-21 | Mitsui Chemicals Inc | 半導体製造用テープおよび半導体装置の製造方法 |
-
2012
- 2012-04-12 JP JP2013509968A patent/JP5742933B2/ja active Active
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5175737A (ja) * | 1974-11-29 | 1976-06-30 | Texaco Development Corp | Netsukasoseisetsuchakuzai |
JPS6222843A (ja) * | 1985-07-23 | 1987-01-31 | ミネソタ マイニング アンド マニュファクチュアリング コンパニ− | ポリアミド−アクリルブレンド |
JPH10234840A (ja) * | 1997-02-25 | 1998-09-08 | Teijin Ltd | ポリエーテルエステルアミド型医療用粘着剤 |
JPH10298069A (ja) * | 1997-04-23 | 1998-11-10 | Teijin Ltd | 消炎鎮痛貼付剤 |
JPH10298067A (ja) * | 1997-04-23 | 1998-11-10 | Teijin Ltd | 医療用粘着剤および経皮吸収性粘着製剤 |
JP2009191230A (ja) * | 2008-02-18 | 2009-08-27 | Mitsui Chemicals Inc | テープおよびこのテープを使用した半導体素子の製造方法 |
JP2010238852A (ja) * | 2009-03-31 | 2010-10-21 | Mitsui Chemicals Inc | 半導体製造用テープおよび半導体装置の製造方法 |
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