JPWO2020166414A1 - 反応性ホットメルト接着剤組成物、並びに接着体及びその製造方法 - Google Patents
反応性ホットメルト接着剤組成物、並びに接着体及びその製造方法 Download PDFInfo
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- JPWO2020166414A1 JPWO2020166414A1 JP2020572185A JP2020572185A JPWO2020166414A1 JP WO2020166414 A1 JPWO2020166414 A1 JP WO2020166414A1 JP 2020572185 A JP2020572185 A JP 2020572185A JP 2020572185 A JP2020572185 A JP 2020572185A JP WO2020166414 A1 JPWO2020166414 A1 JP WO2020166414A1
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- Prior art keywords
- adhesive
- adhesive composition
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- group
- hot melt
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 16
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- 239000003208 petroleum Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
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- DHPWGEOXBYBHOY-YPKPFQOOSA-N (z)-2-dodecylbut-2-enedioic acid Chemical compound CCCCCCCCCCCC\C(C(O)=O)=C\C(O)=O DHPWGEOXBYBHOY-YPKPFQOOSA-N 0.000 description 1
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- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/35—Heat-activated
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
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- C08G18/40—High-molecular-weight compounds
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Abstract
Description
一実施形態の反応性ホットメルト接着剤組成物(以下、単に「接着剤組成物」という場合もある。)は、ウレタンプレポリマーと、官能基保護型シランカップリング剤とを含有する。なお、一般的に、反応性ホットメルト接着剤組成物とは、湿気硬化型であり、空気中の水分又は被着体表面の水分と反応することによって、主にウレタンプレポリマーが高分子量化し、接着強度等を発現し得るものである。
カラム:「Gelpack GLA130−S」、「Gelpack GLA150−S」及び「Gelpack GLA160−S」(日立化成株式会社製、HPLC用充填カラム)
溶離液:テトラヒドロフラン
流量:1.0mL/分
カラム温度:40℃
検出器:RI
一実施形態の接着体は、第1の被着体と、第2の被着体と、第1の被着体及び第2の被着体を互いに接着する、上述の反応性ホットメルト接着剤組成物の硬化物とを備える。本実施形態の接着体としては、例えば、半導体装置、無縫製衣類、電子機器等が挙げられる。
<接着剤組成物の調製>
あらかじめ脱水処理したポリオール(A)を表1に示す配合量で反応容器に加え、均一に混合した。次いで、ポリイソシアネート(B)を表1に示す配合量で反応容器にさらに加えて均一に混合し、110℃で1時間反応させた。得られた混合物に官能基保護型シランカップリング剤(C)を表1に示す配合量で加えて均一に混合した後、さらに110℃で1時間減圧脱泡撹拌することによって、実施例1〜4及び比較例1、2の接着剤組成物を得た。なお、表1における配合量の単位は、質量部である。
A1:アジピン酸及びエチレングリコールを主成分とする結晶性ポリエステルポリオール(水酸基数:2、数平均分子量:5000)
A2:アジピン酸及びエチレングリコールを主成分とする結晶性ポリエステルポリオール(水酸基数:2、数平均分子量2000)
A3:セバシン酸及び1,6−ヘキサンジオールを主成分とする結晶性ポリエステルポリオール(水酸基数:2、数平均分子量5000)
A4:イソフタル酸及びネオペンチルグリコールを主成分とする非晶性ポリエステルポリオール(水酸基数:2、数平均分子量:2000)
A5:ポリプロピレングリコール(ポリエーテルポリオール、水酸基数:2、数平均分子量:2000)
B1:ジフェニルメタンジイソシアネート(イソシアネート基数:2)
C1:トリエトキシシリルチオプロピルトリメトキシシラン(R1がメトキシ基、Eが硫黄原子、Xがトリエトキシシリル基、nが3である一般式(1)で表される化合物、商品名:「X12−1056ES」、信越化学株式会社製)
C’1:γ−メルカプト−プロピルトリメトキシシラン(商品名:「SILQUEST A−189 SILANE」、モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社製)
接着剤組成物を100℃で溶融させ、温度23℃、湿度50%の環境下で、縦25mm×横75mm×厚さ2mmのポリカーボネート(PC)基材上に、縦1mm×横25mm×厚さ100μmの接着剤層を形成した後、接着剤層の上に、縦25mm×横75mm×厚さ2mmのPC基材を圧着して試験片を作製した。試験片を温度23℃、湿度50%の環境下で1日間静置して接着剤組成物を硬化せた後、せん断試験(引張速度:10mm/分)を行い、接着強度(MPa)を測定した。ポリアミド(PA)基材についても、同様の試験を行い、接着強度(MPa)を測定した。
TVB−25H形粘度計(東機産業株式会社製)で、4号ローターを使用して、ローター回転数50rpm、120℃における接着剤組成物(試料量:15g)の溶融粘度を測定した。
接着剤組成物を窒素雰囲気下、110℃で24時間静置後、粘度測定を実施し、粘度上昇率(110℃で24時間後の120℃における粘度/初期の120℃における粘度)を算出した。
接着剤組成物を100℃で溶融させ、厚さ100μmのフィルムを形成した後、当該フィルムを、温度23℃、湿度50%の恒温恒湿槽に2日間静置して、硬化させた。静置した後のフィルムを1号ダンベルで打ち抜いて試験片を作製し、オートグラフAGS−X(株式会社島津製作所製)を用いて、試験片の引張弾性率(MPa)、破断強度(MPa)、及び破断伸び(%)をJIS K−6251に準拠して測定した。
Claims (4)
- ポリオールに由来する構造単位及びポリイソシアネートに由来する構造単位を含む重合鎖を含み、前記重合鎖の末端基としてイソシアネート基を有する、ウレタンプレポリマーと、
官能基保護型シランカップリング剤と、
を含有する、反応性ホットメルト接着剤組成物。 - 前記官能基保護型シランカップリング剤の含有量が、前記ウレタンプレポリマーの総量100質量部に対して0.4〜5質量部である、請求項1に記載の反応性ホットメルト接着剤組成物。
- 第1の被着体と、
第2の被着体と、
前記第1の被着体及び前記第2の被着体を互いに接着する、請求項1又は2に記載の反応性ホットメルト接着剤組成物の硬化物と、
を備える、接着体。 - 請求項1又は2に記載の反応性ホットメルト接着剤組成物を溶融させ、第1の被着体に塗布して接着剤層を形成する工程と、
前記接着剤層上に第2の被着体を配置し、前記第2の被着体を圧着することによって接着体前駆体を得る工程と、
得られた前記接着体前駆体における前記接着剤層を硬化させる工程と、
を備える、接着体の製造方法。
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- 2020-02-03 CN CN202080013898.XA patent/CN113423795A/zh active Pending
- 2020-02-03 US US17/430,237 patent/US12043774B2/en active Active
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CN113423795A (zh) | 2021-09-21 |
CN118272030A (zh) | 2024-07-02 |
US20220112405A1 (en) | 2022-04-14 |
US12043774B2 (en) | 2024-07-23 |
TW202041641A (zh) | 2020-11-16 |
TWI837294B (zh) | 2024-04-01 |
JP7484730B2 (ja) | 2024-05-16 |
KR20210129087A (ko) | 2021-10-27 |
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