JP2022503491A - 接着剤組成物 - Google Patents
接着剤組成物 Download PDFInfo
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- JP2022503491A JP2022503491A JP2021504299A JP2021504299A JP2022503491A JP 2022503491 A JP2022503491 A JP 2022503491A JP 2021504299 A JP2021504299 A JP 2021504299A JP 2021504299 A JP2021504299 A JP 2021504299A JP 2022503491 A JP2022503491 A JP 2022503491A
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Images
Classifications
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- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
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- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
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Abstract
Description
本出願は、2018年7月25日付け韓国特許出願第10-2018-0086349号に基づく優先権の利益を主張し、当該韓国特許出願の文献に開示されたすべての内容は、本明細書の一部として含まれる。
本出願は、接着剤組成物に関する。
前記構成(a)~(d)をすべて含む場合、本出願の接着剤組成物に使用されるエポキシ樹脂の具体的な構造は、特に制限されない。例えば、前記エポキシ樹脂は、飽和または不飽和基を有するエポキシ樹脂であり得、環式構造または非環式構造を含むエポキシ樹脂でありうる。また、本出願に使用されるエポキシ樹脂の具体的な種類も、特に制限されない。例えば、前記エポキシ樹脂は、ビスフェノールA系やビスフェノールF系のようなビスフェノール系エポキシ樹脂;ノボラック系エポキシ樹脂;またはオキサゾリドン含有エポキシ樹脂などを含むことができる。例えば、KUKDO化学の商品名YD-128、YDF-170またはYD-011等が使用され得る。
前記接着剤組成物は、1次粒子形態のコアシェルラバー(b)および前記1次粒子形態のコアシェルラバーが2以上凝集した2次粒子形態のコアシェルラバーをすべて含む。
(D90-D10)/(D50)
前記接着剤組成物は、約80℃以上または約100℃以上の温度で硬化し得るように所定の硬化剤を含むことができる。前記温度範囲で硬化が起こることができると、硬化剤の種類は、特に制限されない。例えば、硬化剤としては、ジシアンジアミド、メラミン、ジアリルメラミン、グアナミン(例:アセトグアナミン、ベンゾグアナミン)、アミノトリアゾール(3-アミノ-1,2,4トリアゾール)、ヒドラジッド(アジピン酸ジヒドラジド、ステアリン酸ジヒドラジド、イソフタル酸ジヒドラジド)、シアノアセトアミドまたは芳香族ポリアミン(例:ジアミノジフェニルスルホン)等が使用され得る。
一例において、前記接着剤組成物は、ウレタン樹脂をさらに含むことができる。前記ウレタン樹脂は、イソシアネート末端がブロックされたウレタン樹脂でありうる。
前記接着剤組成物は、硬化剤による硬化反応の速度および温度を調節するために触媒を含むことができる。触媒の種類は、特に制限されず、公知された多様な種類の触媒が適切に使用され得る。
*製造例1:コアシェルラバー集合体の製造
第1段階(Coreの製造):イオン交換水70重量部、単量体である1,3ブタジエン60重量部、乳化剤であるナトリウムドデシルベンゼンスルホネート1.0重量部、炭酸カルシウム0.85重量部、3級ドデシルメルカプタン0.28重量部、開始剤である過硫酸カリウム0.28重量部を窒素置換された重合反応器に投入し、75℃で重合転換率が30~40%である時点まで反応させた。以後、ナトリウムドデシルベンゼンスルホネート0.3重量部を投入し、1.3ブタジエン20重量部をさらに投入し、80℃まで昇温して重合転換率が95%である時点で反応を終了した。製造された重合体のラテックスゲルの含量は、73%であった。この際、ラテックスゲルの含量は、ゴムラテックスを薄い酸や金属塩を利用して凝固させた後に洗浄し、60℃の真空オーブンで24時間の間乾燥させ、得られたゴム1gをトルエン100gに入れて48時間の間室温の暗室で保管した後、ゾルとゲルを分離して測定した。
窒素置換された重合反応器にOH当量が1,000の分岐状ポリプロピレングリコール67gとイソホロンジイソシアネート22.23g、アリルフェノール13.4g、スズ触媒0.1gを混合し、75℃で反応を進め、変性ウレタン樹脂を製造した。
下記表1のような成分を所定含量(重量比率:重量部)で含む実施例および比較例の組成物を接着剤材料として準備した。具体的に、コアシェルラバー集合体とエポキシ樹脂をプラネタリーミキサーに入れ、80℃で5時間混合した。コアシェルラバーがエポキシ樹脂内で分散した様子は、図2に示された通りである。以後、「ウレタン樹脂、硬化剤および触媒を除いた」残りの成分をプラネタリーミキサーに入れ、80℃で3時間撹拌した。最後に、温度を40℃に下げ、「ウレタン樹脂、硬化剤および触媒」をプラネタリーミキサーに入れ、1時間の間混合した後、常温(約23℃)に下げて、混練を終了した。
*衝撃剥離強度
実施例および比較例に対してそれぞれ5個の試験片を製作し、DIN ISO 11343に準じて重さ45kgの物体を高さ1.5mより2m/sの速度で自由落下させ、80℃、23℃、および-40℃それぞれで衝撃剥離強度(単位:N/mm)を測定し、その平均値を取った。
実施例および比較例と関連して製造された試験片に対して、DIN EN 1465に準じて5回のせん断強度の測定を行い、その平均値を取った。この際、せん断強度(単位:Mpa)の測定は、10mm/分および23℃の条件で行われた。
2.第2エポキシ樹脂2):エポキシ当量が300未満のビスフェノールF系エポキシ樹脂(YD170)
3.第3エポキシ樹脂3):エポキシ当量が300以上のビスフェノールA系エポキシ樹脂(YD011)
4. コアシェルラバー4):製造例1のコアシェルラバー
5.コアシェルラバー5):1次粒子形態のエポキシ分散ラバーとしてKaneka MX-153使用(ラバー含量33%)
6.コアシェルラバー6):DOW社paralloid EXL2600
7.液状ラバー6):Struktol polydis 3604
8.ウレタン樹脂8):製造例2の樹脂
9.希釈剤(モノエポキシ)9):CardoliteのNC513
10.着色剤10):Pigment violet 23
11:硬化剤11):Airproduct 1200G
12:触媒12):Evonik Amicure UR7/10
13:ヒュームドシリカ13):Cabo TS720
14:シランカップリング剤14):GE Advanced material A-187
Claims (18)
- (a)一つ以上のエポキシ樹脂;
(b)1次粒子形態のコアシェルラバー;
(c)前記1次粒子形態のコアシェルラバーが2以上凝集した2次粒子形態のコアシェルラバー;および
(d)一つ以上のエポキシ硬化剤を含む接着剤組成物。 - エポキシ当量が200以下のエポキシ樹脂を含む、請求項1に記載の接着剤組成物。
- エポキシ当量、分子量、または粘度が異なる2以上のエポキシ樹脂を含む、請求項1または2に記載の接着剤組成物。
- エポキシ当量が互いに異なるビスフェノールA系エポキシ樹脂およびビスフェノールF系エポキシ樹脂のうち一つ以上を含む、請求項3に記載の接着剤組成物。
- 前記1次粒子形態のコアシェルラバー(b)は、250nm~500nmの平均粒径を有する、請求項1~4のいずれか一項に記載の接着剤組成物。
- 前記1次粒子形態のコアシェルラバー(b)のコアは、180~495nmの平均粒径を有する、請求項5に記載の接着剤組成物。
- 前記1次粒子形態のコアシェルラバー(b)は、10nm~300nmの平均粒径を有する、請求項1~4のいずれか一項に記載の接着剤組成物。
- 前記1次粒子形態のコアシェルラバー(b)は、コアシェルの全体粒径に対するコアの粒径比率が0.8~0.99を満たす、請求項1~7のいずれか一項に記載の接着剤組成物。
- 前記2次粒子形態のコアシェルラバー(c)は、2μm以下の平均粒径を有する、請求項1~8のいずれか一項に記載の接着剤組成物。
- 前記コアシェルラバー(b)および(c)は、ブタジエン系コアを有する、請求項1~9のいずれか一項に記載の接着剤組成物。
- 前記2次粒子状態の凝集コアシェルラバーの平均粒径CA対比分散コアシェルラバーの1次粒子の平均粒径DAの比率CA/DAは、1~10の範囲内である、請求項1~10のいずれか一項に記載の接着剤組成物。
- 前記2次粒子形態の凝集コアシェルラバーの重量W2に対する1次粒子形態のコアシェルラバーの重量W1の比率W1/W2が0.1~20の範囲内である、請求項1~11のいずれか一項に記載の接着剤組成物。
- 前記2次粒子形態の凝集コアシェルラバーの重量W2に対する1次粒子形態のコアシェルラバーの重量W1の比率W1/W2が0.2~20の範囲内である、請求項12に記載の接着剤組成物。
- 接着剤組成物の全体含量を基準として前記1次粒子形態のコアシェルラバー(b)を1~25重量部含む、請求項1~13のいずれか一項に記載の接着剤組成物。
- 接着剤組成物の全体含量を基準として前記2次粒子形態のコアシェルラバー(c)を5~35重量部を含む、請求項1~14のいずれか一項に記載の接着剤組成物。
- イソシアネート末端がブロックされたウレタン樹脂をさらに含む、請求項1~15のいずれか一項に記載の接着剤組成物。
- 請求項1~16のいずれか一項に記載の接着剤組成物の硬化物;および前記硬化物と接触する基材を含む構造体。
- 請求項1~16のいずれか一項に記載の接着剤組成物を基材の表面に塗布する段階;および前記基材の表面に塗布された前記組成物を硬化する段階;を含む構造体の製造方法。
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CN112437798A (zh) | 2021-03-02 |
EP3816254B1 (en) | 2023-02-22 |
CN112437798B (zh) | 2023-04-11 |
JP7158559B2 (ja) | 2022-10-21 |
WO2020022798A1 (ko) | 2020-01-30 |
EP3816254A4 (en) | 2021-07-07 |
EP3816254A1 (en) | 2021-05-05 |
KR20200011905A (ko) | 2020-02-04 |
US20210269689A1 (en) | 2021-09-02 |
KR102230945B1 (ko) | 2021-03-23 |
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