JP5601672B2 - 新規の有機−無機シリカ粒子、その製造方法及びこれを含むハードコーティング組成物 - Google Patents
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- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
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Description
本発明に係る有機−無機シリカ粒子は、シリカ粒子の表面のヒドロキシ基(−OH)に開始剤が化学的に結合されたことを特徴とする。
1)グリシドキシアルコキシシラン−シリカ製造(シリカ表面にゾル―ゲル反応を通してグリシドキシシラン導入)
シリカは、商業用に製造されたコロイドシリカゾルであるメチルエチルケトンシリカゾル(MEK−ST、日産化学工業株式会社製、粒子平均サイズは22nm、シリカ含量は30%)を使用した。前記MEK−ST20gをメチルエチルケトン(MEK)18gで薄めた後、453.6mgの水を添加し、α−ピコリンを塩基として使用してpH8〜9に合わせた。この溶液に1.98gのグリシドキシプロピルトリメトキシシラン(glycidoxy propyltrimethoxy silane、GPTMS)を入れ、50℃で24時間撹拌した。
前記1)で製造された溶液に1.9gのアゾビスシアノペンタン酸(azo bis cyano pentanoic acid、ACPA、WAKO社)を入れ、50℃で5時間撹拌した。
前記2)で製造した表面処理されたアゾ―シリカ0.5g、ポリアクリレートポリオール5g、HDT(Hexamethylene diisocyanate trimer)0.6gを添加してハードコーティング液組成物を製造した。
PETフィルム上に3〜5μmの厚さで離型コーティングをした後、前記3)のハードコーティング液組成物を用いて3〜7μmの厚さでハードコーディングをし、40〜70mJの強さで1次UV硬化をした。その後、プライマー層を1〜3μmの厚さでコーティングした後、80℃で30秒間熱硬化した。その後、印刷層を1〜3μmの厚さでコーティングし、80℃で30秒間熱硬化した。その後、プライマー層を再び1〜3μmの厚さでコーティングし、80℃で30秒間熱硬化した。最後に、ホットメルト層を500nm〜2μmの厚さでコーティングした後、80℃で30秒間熱硬化してインモールドデコレーションフィルムを製造した。
前記実施例1で1.98gのガンマグリシドキシプロピルトリメトキシシラン(gammaglycidoxy propyl trimethoxy silane、GPTMS)の代わりにガンマグリシドキシプロピルジエトキシシラン(gamma−glycidoxy propyldiethoxy silane、GPDES)1.96gを使用したこと以外は、実施例1と同一に実施した。
前記実施例1で1.98gのガンマグリシドキシプロピルトリメトキシシラン(gammaglycidoxy propyl trimethoxy silane、GPTMS)の代わりに、ガンマグリシドキシプロピルトリエトキシシラン(gamma−glycidoxy propyltriethoxy silane、GPTES)1.96gを使用したこと以外は、実施例1と同一に実施した。
表面処理されていないシリカであるメチルエチルケトンシリカゾル(MEK−ST、日産化学工業株式会社製、粒子平均サイズは22nm、シリカ含量は30%)を使用したことを除いては、前記実施例1と同一にハードコーティング液を製造した後、インモールドデコレーションフィルムを製造した。
前記実施例1〜3及び比較例1のインモールドデコレーションフィルムの鉛筆硬度を測定し、下記の表1に示した。
Claims (9)
- シリカ粒子の表面のヒドロキシ基(−OH)に開始剤が化学的に結合された有機−無機シリカ粒子と、イソシアネート系化合物とを含むハードコーティング組成物。
- 前記ハードコーティング組成物は、アクリレート系重合体、多官能性アクリレート系単量体、開始剤及び溶媒からなる群より選ばれる1種以上をさらに含む請求項1に記載のハードコーティング組成物。
- 前記アクリレート系重合体は、アクリロイル官能基が導入されたアクリレート系共重合体である請求項2に記載のハードコーティング組成物。
- 前記多官能性アクリレート系単量体は、トリメチロールプロパントリアクリレート、ペンタエリスリトールトリアクリレート、ペンタエリスリトールテトラアクリレート及びジペンタエリスリトールヘキサアクリレートからなる群より選ばれる1種以上を含む請求項2に記載のハードコーティング組成物。
- 前記イソシアネート系化合物は、MDI(methylene diisocyanate)、HDI(hexamethylene diisocyanate)及びIPDI(isophorone diisocyanate)からなる群より選ばれる1種以上を含む請求項1に記載のハードコーティング組成物。
- 請求項1〜5のうちいずれか1項に記載のハードコーティング組成物から提供されるハードコーティングフィルム。
- 前記ハードコーティングフィルムの厚さは3〜7μmである請求項6に記載のハードコーティングフィルム。
- 前記ハードコーティングフィルムはインモールドデコレーションフィルム用である請求項6に記載のハードコーティングフィルム。
- 請求項6に記載のハードコーティングフィルムを含む成形品。
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KR1020090089655A KR101181564B1 (ko) | 2009-09-22 | 2009-09-22 | 신규한 유-무기 실리카 입자, 이의 제조방법 및 이를 포함하는 하드 코팅 조성물 |
KR10-2009-0089655 | 2009-09-22 | ||
PCT/KR2010/005871 WO2011037332A2 (ko) | 2009-09-22 | 2010-08-31 | 신규한 유-무기 실리카 입자, 이의 제조방법 및 이를 포함하는 하드 코팅 조성물 |
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JP2013504512A JP2013504512A (ja) | 2013-02-07 |
JP5601672B2 true JP5601672B2 (ja) | 2014-10-08 |
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US (1) | US9512009B2 (ja) |
JP (1) | JP5601672B2 (ja) |
KR (1) | KR101181564B1 (ja) |
CN (1) | CN102548897B (ja) |
DE (1) | DE112010003739B4 (ja) |
WO (1) | WO2011037332A2 (ja) |
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EP2475718A1 (de) * | 2009-09-09 | 2012-07-18 | Felix Winkelmann | Polymere werkstoffe mit gekoppelten komponenten |
JP2011157435A (ja) * | 2010-01-29 | 2011-08-18 | Dic Corp | 無機粒子分散体の製造方法 |
EP2439219A1 (de) * | 2010-10-06 | 2012-04-11 | Sika Technology AG | Verringerung des Anteils an Isocyanatgruppen aufweisenden Monomeren in feuchtigkeitshärtenden Polyurethanzusammensetzungen |
EP2683770B1 (de) * | 2011-03-09 | 2024-07-31 | Felix Winkelmann | Verfahren zur Herstellung von Zwischenprodukten für polymere Werkstoffe mit Additionskomponenten oder Bauteilen daraus, Verfahren zur Herstellung von polymeren Werkstoffen auf Basis von Zwischenprodukten, Verwendung von polymeren Werkstoffen und Verwendung von Bauteilen aus polymeren Werkstoffen |
KR101291937B1 (ko) * | 2011-04-15 | 2013-07-31 | (주)엘지하우시스 | 하드코팅용 조성물 및 이를 이용한 저온 성형성 및 슬립성이 우수한 하드코팅 형성용 시트 |
KR101512881B1 (ko) * | 2012-05-31 | 2015-04-16 | 주식회사 엘지화학 | 가스 차단 필름 및 이의 제조방법 |
CN102993782B (zh) * | 2012-12-12 | 2014-04-16 | 江南大学 | 一种聚氨酯丙烯酸酯类低聚物表面改性二氧化硅的制备方法 |
JP2015078339A (ja) * | 2013-09-10 | 2015-04-23 | 昭和電工株式会社 | 有機無機複合体の製造方法、硬化性組成物、硬化性組成物の製造方法、硬化性組成物の硬化物、ハードコート材、及びハードコート膜 |
CN104725549B (zh) * | 2014-02-24 | 2018-09-04 | 长兴化学工业(中国)有限公司 | 高性能纳米复合乳胶 |
KR101745676B1 (ko) * | 2014-05-30 | 2017-06-09 | 주식회사 엘지화학 | 시아네이트계 수지에 대한 분산성이 우수한 실리카졸 조성물 및 이의 제조 방법 |
KR101745410B1 (ko) | 2015-05-12 | 2017-06-09 | 엘지전자 주식회사 | 고분자 기반 초흡습성 코팅 조성물 및 그 이용 |
CN105585272A (zh) * | 2015-10-22 | 2016-05-18 | 湖州绿色建材开发有限公司 | 一种新型混凝土增强剂 |
KR102184393B1 (ko) * | 2017-08-24 | 2020-11-30 | 주식회사 엘지화학 | 유무기 하이브리드 코팅층을 포함하는 기능성 필름 |
WO2019235206A1 (ja) * | 2018-06-05 | 2019-12-12 | Dic株式会社 | 活性エネルギー線硬化性組成物及びそれを用いたフィルム |
US11168201B2 (en) * | 2019-05-14 | 2021-11-09 | Nissan Chemical Corporation | Silica sol dispersed in ketone solvent and resin composition |
CN114605662B (zh) * | 2022-04-24 | 2023-03-24 | 嘉鱼县宇威新材料科技有限公司 | 一种丁腈橡胶增韧剂及其制备方法和应用 |
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JP3122688B2 (ja) | 1992-04-11 | 2001-01-09 | 触媒化成工業株式会社 | 無機酸化物コロイド粒子 |
JPH05295052A (ja) * | 1992-04-23 | 1993-11-09 | Nippon Oil & Fats Co Ltd | グラフト化ビニルポリマーの製造方法 |
JP3995771B2 (ja) * | 1996-10-15 | 2007-10-24 | 宇部日東化成株式会社 | 光硬化性樹脂被覆粒子の製造方法及び該粒子からなるスペーサー材料 |
ATE299917T1 (de) * | 2001-03-30 | 2005-08-15 | Konink Dsm N V | Härtbare zusammensetzung, deren gehärtetes produkt sowie laminiertes material |
US6998425B2 (en) * | 2003-12-23 | 2006-02-14 | General Electric Company | UV curable coating compositions and uses thereof |
US20060251901A1 (en) * | 2005-05-09 | 2006-11-09 | Armstrong Sean E | Curable composition and substrates possessing protective layer obtained therefrom |
JP4986503B2 (ja) * | 2005-11-08 | 2012-07-25 | 富士通コンポーネント株式会社 | 熱可塑性樹脂筐体及びその製造方法 |
JP4145332B2 (ja) * | 2006-03-28 | 2008-09-03 | 日東電工株式会社 | ハードコートフィルム、ハードコートフィルムの製造方法、光学素子および画像表示装置 |
KR20080062355A (ko) * | 2006-12-29 | 2008-07-03 | 동우 화인켐 주식회사 | 하드코팅액 및 이를 사용한 고경도 하드코팅 필름 |
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2009
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- 2010-08-31 US US13/388,501 patent/US9512009B2/en active Active
- 2010-08-31 WO PCT/KR2010/005871 patent/WO2011037332A2/ko active Application Filing
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Also Published As
Publication number | Publication date |
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CN102548897B (zh) | 2015-02-11 |
CN102548897A (zh) | 2012-07-04 |
US9512009B2 (en) | 2016-12-06 |
JP2013504512A (ja) | 2013-02-07 |
DE112010003739B4 (de) | 2018-05-17 |
KR101181564B1 (ko) | 2012-09-10 |
WO2011037332A2 (ko) | 2011-03-31 |
WO2011037332A3 (ko) | 2011-07-21 |
DE112010003739T5 (de) | 2013-05-02 |
KR20110032258A (ko) | 2011-03-30 |
US20120135216A1 (en) | 2012-05-31 |
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