JP6688734B2 - 水性表面コーティング組成物及び改質粒子 - Google Patents
水性表面コーティング組成物及び改質粒子 Download PDFInfo
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- JP6688734B2 JP6688734B2 JP2016549093A JP2016549093A JP6688734B2 JP 6688734 B2 JP6688734 B2 JP 6688734B2 JP 2016549093 A JP2016549093 A JP 2016549093A JP 2016549093 A JP2016549093 A JP 2016549093A JP 6688734 B2 JP6688734 B2 JP 6688734B2
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- Prior art keywords
- silane coupling
- coupling agent
- coating composition
- particles
- hydrophilic
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- 239000002245 particle Substances 0.000 title claims description 72
- 239000008199 coating composition Substances 0.000 title claims description 62
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- 239000011248 coating agent Substances 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 45
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 26
- 239000000758 substrate Substances 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 13
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- 125000005647 linker group Chemical group 0.000 claims description 4
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- GXDMUOPCQNLBCZ-UHFFFAOYSA-N 3-(3-triethoxysilylpropyl)oxolane-2,5-dione Chemical compound CCO[Si](OCC)(OCC)CCCC1CC(=O)OC1=O GXDMUOPCQNLBCZ-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
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- 239000000853 adhesive Substances 0.000 description 2
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- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1687—Use of special additives
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
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- B05D3/007—After-treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K9/04—Ingredients treated with organic substances
- C08K9/06—Ingredients treated with organic substances with silicon-containing compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
- C09D5/022—Emulsions, e.g. oil in water
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K2201/002—Physical properties
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- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
Description
基材:純黒VCT、Armstrong製;シリカ粒子:40%水性コロイド球形状シリカ分散液(安定剤アンモニウムイオン、平均径=20nm)、NALCO Chemical Company製NALCO 2327として入手可能;Scotch Guardレジリアント床保護材:3M(St Paul、MN)製;5300青色洗浄パッド、3M(St Paul、MN)製;改質剤:3−(トリエトキシシリル)プロピル無水コハク酸、及び、イソオクチルトリメトキシシラン、両方ともGelest製;接着性裏材(厚さ3/8インチ(11.4cm))を備える形状適合性防水ビニル型:感水性試験のためにタイルに付着させるとき、液体試料ホルダとして使用、McMASTER−CARR(Elmhurst、IL)製。
以下のコーティング手順(ASTM D1436に対応)が、本明細書で実施例に使用された。ガーゼスポンジの一片(2インチ×2インチ(5cm×5cm))を新しい黒色VCTの中央に配置し、前記VCTは前もって3M Speed Stripperによって除去されていた。床コーティング組成物3.8mL(2000SF/ガロン(49m2/L)のコーティング量)も、タイルの中央に配置された。ガーゼスポンジを使用して、均一にコーティングをパネル全体に広げた。パネルを放置して、30分間乾燥させた。所望数の塗布が各パネルに適用されるまで、コーティング手順が繰り返された。パネルが最後にコーティングされた後、試験の実施前、パネルを放置して、7日間完全に乾燥した。
摩擦係数(COF)試験
James Machineを、摩擦係数を試験するために用いた。試験(ASTM D2047に対応)のために、革の足が、制御環境から取り除かれた。400グリットの研磨紙上で、低圧の滑らかな一ストロークに調製された。試験タイルは、機械に入れられて、足を設置した。測定を開始するために、スタートを押した。測定が終了したとき、COFが記録された。それからタイルを90度回転して、機械はリセットされて、COFが再び測定された。測定の終了時に、部屋の温度及び湿度が記録されて、足が制御環境に戻された。
コーティングされたタイルにその後しっかりと付着した、形状適合性ビニル発泡体の一片を切る型によって、直径1インチ(2.5cm)の孔が作成された。脱イオン(DI)水を孔内に入れて、1時間及び24時間それぞれ放置した。指定された期間の後、DI水が除去されて、コーティングの耐性が、以下の参照基準で視覚的に評価された(5−損傷なし、痕なし;4−痕ありだが、損傷なし;3−やや損傷、やや光沢;2−やや損傷、光沢なし;1−重大な損傷)。
20nmのシリカNalco 2327(41重量%)1000gを、磁気撹拌棒を備えるガラス広口瓶に加えた。室温で撹拌しながら、3−トリエトキシシリルプロピル無水コハク酸15gを、Nalco 2327含有ガラス広口瓶に、10分間にわたってスポイトで、よく撹拌しながらゆっくり加えた。添加が終了した後、ミキサで更に30分間撹拌して、広口瓶は密封されて、90℃のオーブン内に(オーブン内では撹拌せずに)20時間置かれた。室温まで冷却した後、表面被覆率20%(計算による)及び固形分41.5%を有する、改質された20nmシリカ粒子が得られた。
油浴のスイッチを入れて95℃に設定し、反応の準備をしている間にこの温度に達するようにした。上述の親水的に改質されたNalco 2327を150g測定して、三つ口丸底フラスコ(Ace Glass(Vineland、New Jersey))に入れた。テフロンパドルを備えたガラス撹拌棒を、丸底フラスコの中央の口に装着した。フラスコを油浴内まで下ろして、コンデンサを取り付けて、それから内容物を中〜高速度で撹拌した。メトキシプロパノール(Alfa Aesar(Ward Hill、Hassachusetts))150.05gを、250mLのガラスビーカで測定して、0.09gのイソオクチルトリメトキシシラン(Gelest Inc.(Morrisville、Pennsylvania))が、メトキシプロパノール入りのビーカ内で測定された。溶液を十分に混合した後、それから三つ口丸底フラスコに添加した。反応液を、95℃の油浴に16時間タイマをセットして撹拌した。得られた改質ナノ粒子溶液は、冷却されて、Acrodisc 37mmガラス繊維ろ紙(Pall Life Sciences(Ann Arbor、Michigan))1マイクロメートルに通してろ過した。改質ナノ粒子溶液の得られた固形分は、21.05重量%だった。
ナノ粒子は、実施例2で上述したとおり同じ手順を使用して調製された。しかし、本実施例では、イソオクチルトリメトキシシランの量は、5倍にされた。
油浴のスイッチを入れて95℃に設定し、反応の準備をしている間にこの温度に達するようにした。表面被覆率20%及び固形分41.5%の親水的に改質されたNalco2327(Nalco Company(Naperville、Illinois))150gを、三つ口丸底フラスコ(Ace Glass(Vineland、New Jersey))内で測定した。テフロンパドルを備えたガラス撹拌棒を、丸底フラスコの中央の口に装着した。フラスコを油浴内まで下ろして、コンデンサを取り付けて、それから内容物を中〜高速度で撹拌した。メトキシプロパノール(Alfa Aesar(Ward Hill、Hassachusetts))100.61gを、250mLガラスビーカで測定して、それからイソオクチルトリメトキシシラン(Gelest Inc.(Morrisville、Pennsylvania))0.05gを、メトキシプロパノール入りのビーカで測定した。溶液を十分に混合した後、三つ口丸底フラスコに添加した。反応液を、95℃の油浴に16時間タイマをセットして撹拌した。得られた改質ナノ粒子溶液を、放置して冷却して、以下のとおり溶媒交換を経て、メトキシプロパノールを除去するために更に処理された。
計算量のシリカ粒子(粒子なし、SiO2−1、SiO2−2、SiO2−3、又はSiO2−4)を、異なる充填濃度(25、50、75又は90重量%−詳細は下記の表1に示す)で、レジリアント保護材(3Mから市販されている)100gに混合することによって、試験組成物を調製した。混合液体を、磁気撹拌棒を使用して十分に撹拌して、それから上記の手順にしたがって、新たに除去された黒色VCT上にコーティングした。試料を、試験前に、周囲条件下で7日間乾燥した。それから摩擦試験及び耐水性試験が、上記の手順にしたがって実行された。結果を下の表1に示す。
表面改質粒子を含む試験組成物は、アクリル系ポリマー:ウレタンポリマー:改質粒子(固形分比3:14:10)を混合して、固形分11%の混合物を形成することによって調製された。試験組成物を、マイクロ繊維モップを使用して、大理石タイルの床、更にセメント質テラゾ床へコーティングした。コーティング前に、表面を以下のとおり準備した。1.床マシン175rpmを使用して、TRIZACT(登録商標)Diamond Disc HX Goldで湿式磨き、2.床マシン175rpmを使用して、TRIZACT(登録商標)Diamond Disc HX Redで湿式磨き、床マシン175rpmを使用して、TRIZACT(登録商標)Diamond Disc HX Blueで湿式磨き、4.コード付きバーニッシャ2000rpmを使用して、SCOTCH−BRITE(登録商標)Purple Diamond Floor Pad Plusで乾式つや出し。2回の塗布が、適用された。各塗布は、約3000平方フィート/ガロン(74m2/L)の塗布量であった。
Claims (14)
- 金属酸化物粒子を含む無機コアと、
前記コアの外側の表面と、
前記表面に付着している疎水性尾部を有するシランカップリング剤と、
前記表面に付着している親水性尾部を有するシランカップリング剤と、
を含み、
約5nm〜約200nmの平均直径を有し、
前記粒子表面の少なくとも約20%が、前記親水性尾部を有するシランカップリング剤及び前記疎水性尾部を有するシランカップリング剤によって被覆されており、
前記親水性尾部を有するシランカップリング剤と前記疎水性尾部を有するシランカップリング剤の比が、約80:1〜約2:1(モル:モル)である粒子と、
ポリマー及び水を含む膜形成ポリマー組成物と、
を含み、
前記ポリマーが、ポリウレタン、ポリアクリレート、ポリウレタン−ポリアクリレート、エポキシド、ポリアクリレート−エポキシド、及びこれらの組み合わせからなる群から選択され、
前記粒子が前記ポリマー組成物と混合されている、水性コーティング組成物。 - 前記疎水性尾部を有するシランカップリング剤が、トリアルコキシシラン化合物を含む、請求項1に記載の水性コーティング組成物。
- 前記疎水性尾部を有するシランカップリング剤が、式X1−L1−R1の化合物を含み、式中、X1は、アルコキシシラン基又はクロロシラン基であり、L1は、連結基であり、R1は、疎水性尾部である、請求項1又は2に記載の水性コーティング組成物。
- 前記疎水性尾部がC2〜C40の鎖長を含む、請求項1〜3のいずれか一項に記載の水性コーティング組成物。
- 前記親水性尾部を有するシランカップリング剤が、トリアルコキシシラン化合物を含む、請求項1〜4のいずれか一項に記載の水性コーティング組成物。
- 前記親水性尾部を有するシランカップリング剤が、式X2−L2−R2の化合物を含み、式中、X2は、アルコキシシラン基又はクロロシラン基であり、L2は、連結基であり、R2は、親水性尾部である、請求項1〜5のいずれか一項に記載の水性コーティング組成物。
- 前記親水性尾部が、非イオン性親水性部分及びイオン性親水性部分からなる群から選択される、請求項1〜6のいずれか一項に記載の水性コーティング組成物。
- 湿潤剤を更に含む、請求項1〜7のいずれか一項に記載の水性コーティング組成物。
- 前記ポリマー組成物と前記粒子の重量比が、0.7:1〜8:1である、請求項1〜8のいずれか一項に記載の水性コーティング組成物。
- 前記表面に付着している親水性尾部を有するシランカップリング剤を備え、前記表面に付着している疎水性尾部を有するシランカップリング剤を欠く粒子だけを含む以外は同一である組成物よりも、高い乾燥時耐水性を示す、請求項1〜9のいずれか一項に記載の水性コーティング組成物。
- 基材表面をコーティングする方法であって、前記方法が、
水性コーティング組成物を基材表面に適用することと、
前記水性コーティング組成物を乾燥することと、
を含み、
前記水性コーティング組成物が、
金属酸化物粒子を含む無機コアと、
前記コアの外側の表面と、
前記表面に付着している疎水性尾部を有するシランカップリング剤と、
前記表面に付着している親水性尾部を有するシランカップリング剤と、
を含み、
約5nm〜約200nmの平均直径を有し、
前記粒子表面の少なくとも約20%が、前記親水性尾部を有するシランカップリング剤及び前記疎水性尾部を有するシランカップリング剤によって被覆されており、
前記親水性尾部を有するシランカップリング剤と前記疎水性尾部を有するシランカップリング剤の比が、約80:1〜約2:1(モル:モル)である粒子と、
ポリマー及び水を含む膜形成ポリマー組成物と、
を含み、
前記ポリマーが、ポリウレタン、ポリアクリレート、ポリウレタン−ポリアクリレート、エポキシド、ポリアクリレート−エポキシド、及びこれらの組み合わせからなる群から選択され、
前記粒子が前記ポリマー組成物と混合されている、方法。 - 前記基材表面が、セメント質物質及び天然石からなる群から選択される材料を含む、請求項11に記載の方法。
- 前記基材表面上に得られる前記コーティングが、少なくとも約70の光沢度(60°−ASTM D523)を有する、請求項11又は12に記載の方法。
- 前記基材表面上に得られる前記コーティングが、少なくとも約86の像鮮明度(60°−ASTM D5767)を有する、請求項11〜13のいずれか一項に記載の方法。
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US20130164450A1 (en) | 2011-12-27 | 2013-06-27 | 3M Innovative Properties Company | Burnishing methods and compositions |
US9038010B2 (en) | 2013-10-21 | 2015-05-19 | Taiwan Semiconductor Manufacturing Co., Ltd. | DRC format for stacked CMOS design |
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CN105940062A (zh) | 2016-09-14 |
WO2015116459A1 (en) | 2015-08-06 |
SG11201606038SA (en) | 2016-08-30 |
CA2937827C (en) | 2022-06-14 |
CN105940062B (zh) | 2020-04-10 |
CA2937827A1 (en) | 2015-08-06 |
MX2016009577A (es) | 2016-10-21 |
BR112016017216A2 (ja) | 2017-08-15 |
KR102345912B1 (ko) | 2022-01-03 |
BR112016017216B1 (pt) | 2022-10-11 |
NZ722373A (en) | 2021-08-27 |
KR20160114652A (ko) | 2016-10-05 |
EP3099749A4 (en) | 2017-08-23 |
US10465079B2 (en) | 2019-11-05 |
JP2017511395A (ja) | 2017-04-20 |
EP3099749A1 (en) | 2016-12-07 |
US20170009085A1 (en) | 2017-01-12 |
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