JP5960605B2 - ポリウレタンナノコンポジット - Google Patents
ポリウレタンナノコンポジット Download PDFInfo
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- JP5960605B2 JP5960605B2 JP2012547181A JP2012547181A JP5960605B2 JP 5960605 B2 JP5960605 B2 JP 5960605B2 JP 2012547181 A JP2012547181 A JP 2012547181A JP 2012547181 A JP2012547181 A JP 2012547181A JP 5960605 B2 JP5960605 B2 JP 5960605B2
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- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
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- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
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- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
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- C08G18/40—High-molecular-weight compounds
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- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—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
- C08G18/753—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
- 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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- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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Description
本出願は、2009年12月29日に出願された米国特許仮出願第61/290754号の利益を主張し、その開示内容の全体を参照として本明細書に援用する。
本開示は、ポリウレタンと、その弾性ポリウレタン中に共有結合されている表面修飾シリカナノ粒子と、を含むポリウレタンナノコンポジットに関する。
以下のシリカ−シラン分散液のシリカ含有率を、TGAにより測定した。分散液のサンプル約20mgを、白金TGA皿内に入れた。この皿を、熱重量分析計、TA Instruments,Inc.,New Castle,Delaware製のモデル「Q500」内に装填し、空気パージ中にて速度20℃/分で30℃から900℃へ徐々に昇温させた。残留した不燃性材料の重量パーセントは、シリカ−シラン分散液中の全シリカの重量パーセントとして報告する。
PTMEG 80グラムを乾燥酢酸エチル35グラムに70°F(21.1℃)で溶解し、ここにTESPI 9.9グラムをゆっくり加えた。次いで、DBTDLを4滴加え、混合物を16時間撹拌し続ける間、温度を40℃未満に保った。次いで、65℃の油浴内にセットしたビュッヒ回転蒸発器(Buchi rotoevaporator)を使用して真空蒸留することにより、残留酢酸エチルを除去した。混合物のシラン当量は、2250g/molと計算された。次いで、シラン混合物57.1グラムを1−メトキシ−2−プロパノール1,500グラム及びTEPS 1.75グラムと混合することによりプレミックスを調製した。
本開示のポリウレタンフィルムの実施例と比較配合物とを、表1に列記した組成に従って、以下のように調製した。PTMEG、シリカ−シラン分散液及びBDOを50mlポリエチレンビーカー内で混合した後、真空炉内にて70℃及び0.97気圧(98.3kPa)で3時間乾燥して、微量の水を全て除去した。IPDIを加えた後、DBTDLを加え、均質となる迄混合した後、厚さ3−mil(7.26μm)の2枚のポリエチレン剥離ライナー間に、厚さ12mil(304.8μm)迄流し込み、70℃で2時間硬化させた。結果として得られたポリウレタンフィルムからポリエチレンライナーを除去し、シリコーンコーティング紙を適用し、そのフィルムをホットプレス、Wabash Metal Products,Inc.,Wabash,Indiana製のモデル番号「50−2424−2TM」内にて120℃で20mil(508μm)に再プレスした。
上記で調製したポリウレタンフィルムの3×2.67インチ(7.62×6.78cm)の試料を、3M Companyから商標名「965 Adhesive Transfer Film」で得た接着剤転写フィルムに積層し、3×2.67インチ(7.62×6.78cm)のアルミニウムパネルに貼り付けた。初期質量を記録した後、サンドブラストガン、Altas Handling Systems,LLC製のモデル番号「SBC 420」に対して3インチ(7.62cm)及び30度の角度にセットしたアルミニウム板に、そのパネルを取り付けた。Grainger,Lake Forest,Illinoisから商標名「46 GRIT BLAST MEDIA」で得られる酸化アルミニウム2kgを、圧力70psi(482.6kPa)で試験試料に約2分間発射した後、パネルを取り外し、再秤量した。各試料を4回試験した。侵食された累積質量、及び対応する侵食された累積体積(シリカ密度2.1グラム/cm3に基づいて)を、表2に報告する。
更なるシリカ−シラン分散液を以下のように調製した。
本開示は以下も含む。
[1] a)ポリウレタンポリマーと、
b)前記ポリウレタンポリマー中に分散され、かつ前記ポリウレタンポリマーに共有結合されている表面修飾シリカナノ粒子と、を含むポリウレタンナノコンポジット。
[2] 12重量%を越えるシリカ含有率を有する、上記[1]に記載のポリウレタンナノコンポジット。
[3] 18重量%を越えるシリカ含有率を有する、上記[1]に記載のポリウレタンナノコンポジット。
[4] 30重量%を越えるシリカ含有率を有する、上記[1]に記載のポリウレタンナノコンポジット。
[5] 前記シリカナノ粒子が、シラン官能基とポリオールセグメントとを含む表面修飾化合物に由来する結合を介して、前記ポリウレタンポリマーに共有結合されている、上記[1]に記載のポリウレタンナノコンポジット。
[6] 前記ポリオールセグメントが少なくとも500の分子量を有する、上記[5]に記載のポリウレタンナノコンポジット。
[7] 上記[1]に記載のポリウレタンナノコンポジットを含むフィルム。
[8] 上記[1]に記載のポリウレタンナノコンポジット及び感圧性接着剤を含むテープ。
[9] a)第1のポリオールと、
b)前記第1のポリオール中に分散されている表面修飾シリカナノ粒子であって、シラン官能基及びヒドロキシ官能基を含む表面修飾化合物との反応により表面修飾されている表面修飾シリカナノ粒子と、を含む、ポリウレタンナノコンポジット用の前駆体。
[10] 18重量%を越えるシリカ含有率を有する、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[11] 30重量%を越えるシリカ含有率を有する、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[12] 50重量%を越えるシリカ含有率を有する、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[13] 前記シリカナノ粒子が、シラン官能基と第2のポリオール由来のポリオールセグメントとを含む表面修飾化合物との反応により表面修飾されている、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[14] 前記ポリオールセグメントが少なくとも500の分子量を有する、上記[13]に記載のポリウレタンナノコンポジット用の前駆体。
[15] 少なくとも1種の第2のポリオールが、少なくとも1種の第1のポリオールと同一である、上記[13]に記載のポリウレタンナノコンポジット用の前駆体。
[16] 前記第2のポリオールが前記第1のポリオールと本質的に同一のポリオールである、上記[13]に記載のポリウレタンナノコンポジット用の前駆体。
[17] a)上記[9]に記載のポリウレタンナノコンポジット用の前駆体を、イソシアネートポリウレタン前駆体と混合して、反応性混合物を作製する工程と、
b)前記反応性混合物を基材に塗布する工程と、
c)前記反応性混合物を硬化させる工程と、を含む方法。
[18] 前記表面修飾シリカナノ粒子が、5〜500ナノメートル(nm)の数平均粒径を有する、上記[1]に記載のポリウレタンナノコンポジット。
[19] 前記表面修飾シリカナノ粒子が多峰性粒径分布を有する、上記[1]に記載のポリウレタンナノコンポジット。
[20] 前記表面修飾シリカナノ粒子が、5〜500ナノメートル(nm)の数平均粒径を有する、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[21] 前記表面修飾シリカナノ粒子が多峰性粒径分布を有する、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
[22] 前記表面修飾シリカナノ粒子が、シラン官能基を含み、かつ350未満の分子量を有する第2の表面修飾化合物との反応により表面修飾されている、上記[5]に記載のポリウレタンナノコンポジット。
[23] 前記第2の表面修飾化合物がポリオールセグメントを含まない、上記[22]に記載のポリウレタンナノコンポジット。
[24] 前記表面修飾シリカナノ粒子が、シラン官能基を含み、かつ350未満の分子量を有する第2の表面修飾化合物との反応により表面修飾されている、上記[13]に記載のポリウレタンナノコンポジット用の前駆体。
[25] 前記第2の表面修飾化合物がポリオールセグメントを含まない、上記[24]に記載のポリウレタンナノコンポジット。
[26] 前記ポリウレタンが、放射線誘導架橋が可能なアクリレート構成成分を含む、上記[1]に記載のポリウレタンナノコンポジット。
[27] 前記ポリウレタンが、放射線誘導架橋が可能なアクリレート構成成分を含む、上記[9]に記載のポリウレタンナノコンポジット用の前駆体。
Claims (2)
- a)ポリウレタンポリマーと、
b)前記ポリウレタンポリマー中に分散され、かつ前記ポリウレタンポリマーに共有結合されている表面修飾シリカナノ粒子と、を含む、12重量%を越えるシリカ含有率を有するポリウレタンナノコンポジットであって、該シリカナノ粒子が、10nm〜200nmの数平均粒径を有する、ポリウレタンナノコンポジット。 - シリカナノ粒子が、シラン官能基とポリオールセグメントとを含む表面修飾化合物に由来する結合を介して、ポリウレタンポリマーに共有結合されている、請求項1に記載のポリウレタンナノコンポジット。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US29075409P | 2009-12-29 | 2009-12-29 | |
US61/290,754 | 2009-12-29 | ||
PCT/US2010/062122 WO2011082121A1 (en) | 2009-12-29 | 2010-12-27 | Polyurethane nanocomposites |
Publications (3)
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KR101638772B1 (ko) * | 2014-10-21 | 2016-07-12 | 주식회사 빅스 | 표면처리된 나노실리카를 함유하는 고내수압 및 고투습성 폴리우레탄 수지조성물 |
US9938771B2 (en) * | 2014-11-03 | 2018-04-10 | Baker Hughes, A Ge Company, Llc | Initiator nanoconstituents for elastomer crosslinking and related methods |
CN107207688A (zh) * | 2014-11-10 | 2017-09-26 | 聚合技术股份公司 | 聚氨酯材料、制备此类材料的方法和风力涡轮机叶片的防护罩 |
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- 2010-12-27 WO PCT/US2010/062122 patent/WO2011082121A1/en active Application Filing
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US9540479B2 (en) | 2017-01-10 |
CN102686631B (zh) | 2016-03-23 |
WO2011082121A1 (en) | 2011-07-07 |
US10329390B2 (en) | 2019-06-25 |
CN102686631A (zh) | 2012-09-19 |
EP2519552A1 (en) | 2012-11-07 |
CA2785650C (en) | 2018-01-09 |
KR20120106994A (ko) | 2012-09-27 |
US20110159281A1 (en) | 2011-06-30 |
CA2785650A1 (en) | 2011-07-07 |
JP2013515842A (ja) | 2013-05-09 |
KR101815330B1 (ko) | 2018-01-04 |
US20170081483A1 (en) | 2017-03-23 |
BR112012016126A2 (pt) | 2016-05-31 |
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