JP7470042B2 - コーティング組成物 - Google Patents
コーティング組成物 Download PDFInfo
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- JP7470042B2 JP7470042B2 JP2020542888A JP2020542888A JP7470042B2 JP 7470042 B2 JP7470042 B2 JP 7470042B2 JP 2020542888 A JP2020542888 A JP 2020542888A JP 2020542888 A JP2020542888 A JP 2020542888A JP 7470042 B2 JP7470042 B2 JP 7470042B2
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Classifications
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/10—Materials in mouldable or extrudable form for sealing or packing joints or covers
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- 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
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Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Description
本発明は、TARDECによって付与された政府契約第13-02-0046TARDEC Fastener/Lightweightに基づく政府の支援を受けて行われた。米国政府は、本発明において特定の権利を有する。
本出願は、2018年2月9日に出願された「Adhesive Composition」と題する米国仮特許出願第62/628,540号、および2018年2月14日に出願された「Adhesive Composition」と題する米国仮特許出願第62/630,473号に対する優先権を主張し、これらの両方は、参照によりそれらの全体が本明細書に組み込まれる。
なお、下記[1]から[28]は、いずれも本発明の一形態又は一態様である。
[1]
組成物であって、
エポキシ含有成分と、
前記組成物の総重量に基づいて、11重量%超~25重量%の量のエラストマー粒子と、
外部エネルギー源によって活性化可能な硬化成分と、を含み、前記硬化成分が、動的光散乱によって測定された25μmのD90粒径を有する少なくとも1つのグアニジンを含む、組成物。
[2]
前記エラストマー粒子が、前記エポキシ含有成分から相分離される、[1]に記載の組成物。
[3]
前記エポキシ含有成分が、ビスフェノールA、ビスフェノールF、ノボラック樹脂、またはそれらの組み合わせを含む、[1]に記載の組成物。
[4]
前記エポキシ含有成分が、前記組成物の総重量に基づいて、45重量%~90重量%の量で存在する、[1]に記載の組成物。
[5]
前記エポキシ含有成分が、1.0超かつ3.2未満の平均エポキシド官能価を有する、[1]に記載の組成物。
[6]
前記エラストマー粒子の少なくとも50重量%が、前記エラストマー粒子の総重量に基づいて、スチレンブタジエンコアを含む、[1]に記載の組成物。
[7]
前記エラストマー粒子の少なくとも50%が、透過電子顕微鏡によって測定した際、150nm未満の平均粒径を有する、[1]に記載の組成物。
[8]
前記エラストマー粒子の50重量%以下が、前記エラストマー粒子の総重量に基づいて、ポリブタジエンコアおよび/またはポリシロキサンコアを含む、[1]に記載の組成物。
[9]
前記少なくとも1つのグアニジンが、ジシアンジアミドを含む、[1]に記載の組成物。
[10]
前記少なくとも1つのグアニジンが、前記組成物の総重量に基づいて、2%~20%の量で存在する、[1]に記載の組成物。
[11]
前記組成物の総重量に基づいて、20重量%以下の量でフィラーをさらに含む、[1]に記載の組成物。
[12]
前記組成物の総重量に基づいて、20重量%以下の量で添加剤をさらに含む、[1]に記載の組成物。
[13]
前記組成物が、実質的に添加剤を含まない、[1]に記載の組成物。
[14]
前記組成物が、板状フィラーおよび/またはフリーラジカル開始剤を実質的に含まない、[1]に記載の組成物。
[15]
第2の硬化剤をさらに含む、[1]に記載の組成物。
[16]
前記第2の硬化触媒が、潜硬化触媒、活性硬化触媒、またはそれらの組み合わせである、[15]に記載の組成物。
[17]
前記組成物が、コーティング組成物、接着剤組成物、またはシーラント組成物を含む、[1]に記載の組成物。
[18]
前記基材の少なくとも1つの表面が、[1]に記載の組成物で少なくとも部分的にコーティングされる、コーティングされた基材。
[19]
前記コーティングされた基材の前記表面のうちの少なくとも1つが、100%のウォーターブレイクフリーである、[18]に記載のコーティングされた基材。
[20]
前記コーティングされた基材の前記表面のうちの少なくとも1つが、非ウォーターブレイクフリーである、[18]に記載のコーティングされた基材。
[21]
前記組成物が、少なくとも部分的に硬化した状態で、100N/mm 2 超の硬度および少なくとも40%の伸び率を有する、[18]に記載のコーティングされた基材。
[22]
前記基材が、防護服を含む、[19]に記載のコーティングされた基材。
[23]
[1]に記載の組成物で少なくとも部分的にコーティングされた、部品。
[24]
物品であって、
第1の基材と、
第2の基材と、
前記第1の基材と第2の基材との間に配置された[1]に記載の組成物と、を含む、物品。
[25]
前記組成物が、少なくとも部分的に硬化した状態で、ISO11003-2に従って測定された少なくとも33.0MPaのバルクせん断応力および少なくとも34.5%のバルクせん断ひずみを有する、[24]に記載の物品。
[26]
前記組成物が、少なくとも部分的に硬化した状態で、引き上げ速度が1.3mm/分の引張モードで、INSTRON5567機械によって測定した際に、厚さ1.6mmの2024-T3アルミニウム基材を使用するASTM D1002-10に従って測定された30.0MPa超のラップせん断強度と、オーバーラップ長さの少なくとも15%の破壊時のラップせん断変位と、を有する、[24]に記載の物品。
[27]
基材表面上にコーティングを形成するための方法であって、
[1]に記載の組成物を第1の基材の表面に適用することと、
外部エネルギー源を適用して、前記組成物を少なくとも部分的に硬化させることと、を含む、方法。
[28]
前記組成物が、前記第1の基材と第2の基材との間に位置するように、前記第2の基材の表面を前記組成物に接触させることをさらに含む、[27]に記載の方法。
式中、R1、R2、R3、R4、およびR5(すなわち、構造(I)の置換基)の各々は、水素、(シクロ)アルキル、アリール、芳香族、有機金属、ポリマー構造、または一緒に、シクロアルキル、アリール、もしくは芳香族構造を形成することができ、式中、R1、R2、R3、R4、およびR5は、同じであっても異なってもよい。本明細書で使用される場合、「(シクロ)アルキル」は、アルキルおよびシクロアルキルの両方を指す。R基のいずれかが「一緒に(シクロ)アルキル、アリール、および/または芳香族基を形成することができる」とき、任意の2つの隣接するR基が連結されて、以下の構造(II)~(V)中の環などの環状部分を形成することを意味する。
以下では、本発明のいくつかの非限定的な態様を要約する:
エポキシ含有成分と、
組成物の総重量に基づいて、11重量%超~25重量%の量のエラストマー粒子と、
外部エネルギー源によって活性化可能な硬化成分と、を含み、硬化成分が、動的光散乱によって測定された25μmのD90粒径を有する少なくとも1つのグアニジンを含む、組成物。
第1の基材と、
第2の基材と、
第1の基材と第2の基材との間に配置された態様1~24のいずれかに記載の組成物と、を含む、物品。
第1の基材の表面に、態様1~24のいずれかに記載の組成物を適用することと、
外部エネルギー源を適用して、組成物を少なくとも部分的に硬化させることと、を含む、方法。
8つの組成物を、表1に示される構成成分の混合物から調製した。すべての組成物を、1.4:1.0のアミン-水素対エポキシ当量比で調製した。
実施例2(組成物IX~XIII)は、グアニジン粒径の効果およびエラストマー粒子濃度の効果を例示する。組成物に混合する前に、Beckman Coulterから入手可能なLS 13 320レーザ回折粒径分析器を使用して、グアニジンの粒径をそれらの乾燥状態で測定した。少なくとも3グラムの材料を使用し、周囲条件下で3回に分けて測定を実行した。Dyhard100およびDyhard100Sは、それぞれ20μmおよび10μmのD90粒径を有することを測定した。上記のように、ASTM D1002-10に従ってラップジョイントを調製し、試験した。
実施例3は、組成物へのマイカの添加の効果を例示する。上記のように、ASTM D1002-10に従ってラップジョイントを調製し、硬化させ、試験した。
組成物XVI~XXIを、実施例1に記載されるように、および表5に示されるように調製したが、1.1:1.0のアミン-水素対エポキシ当量比で調製した。実施例1に記載されるように、ラップジョイントを調製し、硬化させ、試験した。
2つの組成物を、表6に示される構成成分の混合物から調製した。すべての組成物を、総組成物重量に基づいて、等量%のジシアンジアミドで調製した。実施例1に記載されるように、ラップジョイントを調製し、硬化させ、試験した。
ラップジョイント試験片を、EC-1386の技術データシートに指定された最適な条件下で、Scotch-Weld(商標)エポキシ接着剤EC-1386および組成物XIV(上記の実施例3)と共に、以下のように調製した。すべての2024-T3アルミニウム基材(1.6mm厚)を、アルカリ脱脂剤および酸エッチング剤を使用して調製した。ASTM D1002-10に従ってラップジョイント試験片を調製した。EC-1386(2~5ミル)のために指定された最適な性能範囲内でボンドラインの厚さを維持するために、組成物の総重量に基づいて、2重量%で3ミルのガラスビーズを各組成物に添加した。ラップジョイント試験片を、EC-1386の最適な結合特性を得るために推奨される硬化サイクルである177℃で90分間焼き付けた。ASTM D1002-10に従って試験を実施した。
組成物I~VIIを使用して、鋼およびアルミニウム上に熱硬化コーティングを調製した。アセトン洗浄金属基材上の0.10mmのドローダウンバーを使用してコーティングを調製し、90℃で60分間、続いて1℃/分で160℃へ傾斜を行い、最後に160℃で90分間保持した。冷間圧延鋼(0.81mm厚)上で調製したコーティングを、100mN/10sの速度でFischerscope HM2000Sを使用して硬度について試験した。Gardco GEユニバーサル衝撃試験機IM-172-GE/1を用いてASTM D6905に従って、逆衝撃伸び率試験にT0-2024アルミニウム(0.81mm厚)上で調製したコーティングを使用した。結果を表8にまとめ、少なくとも3つの測定値の平均値である。
Claims (24)
- 組成物であって、
該組成物の総重量に基づいて、45重量%~90重量%のエポキシ含有成分であって、1.0超~3.2未満の平均エポキシド官能価を有するエポキシ含有成分と、
前記組成物の総重量に基づいて、11重量%超~25重量%の量のエラストマー粒子であって、20nm~400nmの平均粒径を有するエラストマー粒子と、
外部エネルギー源によって活性化可能な硬化成分と、を含み、前記硬化成分が、動的光散乱によって測定された25μmのD90粒径を有するグアニジン粒子を含む該組成物の総重量に基づいて、2重量%~20重量%のグアニジンを含み、
前記エラストマー粒子の総重量に基づいて、前記エラストマー粒子の少なくとも50重量%が、スチレンブタジエンコアを含む、
組成物。 - 前記エラストマー粒子が、前記エポキシ含有成分から相分離される、請求項1に記載の組成物。
- 前記エポキシ含有成分が、ビスフェノールAポリエポキシド、ビスフェノールFポリエポキシド、ノボラック樹脂、またはそれらの組み合わせを含む、請求項1に記載の組成物。
- 前記エラストマー粒子の少なくとも50%が、透過電子顕微鏡によって測定した際、150nm未満の平均粒径を有する、請求項1に記載の組成物。
- 前記エラストマー粒子の50重量%以下が、前記エラストマー粒子の総重量に基づいて、ポリブタジエンコアおよび/またはポリシロキサンコアを含む、請求項1に記載の組成物。
- 前記少なくとも1つのグアニジンが、ジシアンジアミドを含む、請求項1に記載の組成物。
- 前記組成物の総重量に基づいて、20重量%以下の量でフィラーをさらに含む、請求項1に記載の組成物。
- 前記組成物の総重量に基づいて、20重量%以下の量で添加剤をさらに含む、請求項1に記載の組成物。
- 前記組成物が、実質的に添加剤を含まない、請求項1に記載の組成物。
- 前記組成物が、板状フィラーおよび/またはフリーラジカル開始剤を実質的に含まない、請求項1に記載の組成物。
- 第2の硬化剤をさらに含む、請求項1に記載の組成物。
- 前記第2の硬化剤が、潜硬化触媒、活性硬化触媒、またはそれらの組み合わせである、請求項11に記載の組成物。
- 前記組成物が、コーティング組成物、接着剤組成物、またはシーラント組成物を含む、請求項1に記載の組成物。
- コーティングされた基材であって、前記基材の少なくとも1つの表面が、請求項1に記載の組成物で少なくとも部分的にコーティングされる、コーティングされた基材。
- 前記コーティングされた基材の前記表面のうちの少なくとも1つが、100%のウォーターブレイクフリーである、請求項14に記載のコーティングされた基材。
- 前記コーティングされた基材の前記表面のうちの少なくとも1つが、非ウォーターブレイクフリーである、請求項14に記載のコーティングされた基材。
- 前記組成物が、少なくとも部分的に硬化した状態で、100N/mm2超の硬度および少なくとも40%の伸び率を有する、請求項14に記載のコーティングされた基材。
- 請求項15に記載のコーティングされた基材を有する防護服。
- 請求項1に記載の組成物で少なくとも部分的にコーティングされた、部品。
- 物品であって、
第1の基材と、
第2の基材と、
前記第1の基材と第2の基材との間に配置された請求項1に記載の組成物と、を含む、物品。 - 前記組成物が、少なくとも部分的に硬化した状態で、ISO11003-2に従って測定された少なくとも33.0MPaのバルクせん断応力および少なくとも34.5%のバルクせん断ひずみを有する、請求項20に記載の物品。
- 前記組成物が、少なくとも部分的に硬化した状態で、引き上げ速度が1.3mm/分の引張モードで、INSTRON5567機械によって測定した際に、厚さ1.6mmの2024-T3アルミニウム基材を使用するASTM D1002-10に従って測定された30.0MPa超のラップせん断強度と、オーバーラップ長さの少なくとも15%の破壊時のラップせん断変位と、を有する、請求項20に記載の物品。
- 基材表面上にコーティングを形成するための方法であって、
請求項1に記載の組成物を第1の基材の表面に適用することと、
外部エネルギー源を適用して、前記組成物を少なくとも部分的に硬化させることと、を含む、方法。 - 前記組成物が、前記第1の基材と第2の基材との間に位置するように、前記第2の基材の表面を前記組成物に接触させることをさらに含む、請求項23に記載の方法。
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US62/630,473 | 2018-02-14 | ||
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US20210017379A1 (en) | 2021-01-21 |
US20230357562A1 (en) | 2023-11-09 |
US20230250274A1 (en) | 2023-08-10 |
EP3749703A1 (en) | 2020-12-16 |
JP2021512989A (ja) | 2021-05-20 |
RU2020129685A (ru) | 2022-03-09 |
US11732125B2 (en) | 2023-08-22 |
KR20200118190A (ko) | 2020-10-14 |
WO2019164568A1 (en) | 2019-08-29 |
CN111727211A (zh) | 2020-09-29 |
MX2020008332A (es) | 2020-09-21 |
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CA3090223A1 (en) | 2019-08-29 |
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