JP2013136833A - 蒸着用フッ素系表面処理剤及び該表面処理剤で蒸着処理された物品 - Google Patents
蒸着用フッ素系表面処理剤及び該表面処理剤で蒸着処理された物品 Download PDFInfo
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- JP2013136833A JP2013136833A JP2012249137A JP2012249137A JP2013136833A JP 2013136833 A JP2013136833 A JP 2013136833A JP 2012249137 A JP2012249137 A JP 2012249137A JP 2012249137 A JP2012249137 A JP 2012249137A JP 2013136833 A JP2013136833 A JP 2013136833A
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- fluorine
- vapor deposition
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- 238000007740 vapor deposition Methods 0.000 title claims abstract description 48
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- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/18—Materials not provided for elsewhere for application to surfaces to minimize adherence of ice, mist or water thereto; Thawing or antifreeze materials for application to surfaces
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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
- C09D183/16—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 in which all the silicon atoms are connected by linkages other than oxygen atoms
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
- C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
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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
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Abstract
【解決手段】(A)フルオロオキシアルキレン基含有ポリマーで変性された加水分解性基含有シラン及び/又はその部分加水分解縮合物と、該(A)成分より重量平均分子量が大きな(B)フルオロオキシアルキレン基含有ポリマーとを含み、(A)成分と(B)成分との混合質量比が6:4〜9:1である蒸着用フッ素系表面処理剤。
【選択図】なし
Description
本発明者らは、先に上述したように、両末端に加水分解性基を有するパーフルオロオキシアルキレン基含有ポリマー変性シランを提案している(特開2003−238577号公報:特許文献1)が、該ポリマー変性シランを主成分とする表面処理剤から形成される膜は、処理剤同士が凝集し易く、処理条件を制御しなければ高性能の膜を得ることができない。
主鎖にフルオロオキシアルキレン構造を有し、分子鎖の両末端に加水分解性基を含有するポリマーは、アルコキシシリル基同士が相互作用し、ポリマー同士が凝集することがある。蒸着後の表面を原子間力顕微鏡で観察すると、単分子膜厚(10nm)以上の凹凸が観測される場合がある。片末端官能性処理剤を用いても同様の現象は起こる。
そこで、本発明者らは、上記問題を解決すべく鋭意検討した結果、末端に加水分解性基を有し、主鎖にフルオロオキシアルキレン構造を有するポリマーを含有するフッ素系表面処理剤中に、無官能ポリマーを添加することで、凝集の問題を解決できることを見出し、本発明をなすに至った。
〔1〕
(A)フルオロオキシアルキレン基含有ポリマーで変性された加水分解性基含有シラン及び/又はその部分加水分解縮合物と、該(A)成分より重量平均分子量が大きな(B)フルオロオキシアルキレン基含有ポリマーとを含み、(A)成分と(B)成分との混合質量比が6:4〜9:1である蒸着用フッ素系表面処理剤。
〔2〕
(A)成分と(B)成分の重量平均分子量の比が、1:1.5〜1:5である〔1〕記載の蒸着用フッ素系表面処理剤。
〔3〕
(A)成分のシランを変性するフルオロオキシアルキレン基含有ポリマーの残基が、下記一般式(1)
で表される繰り返し単位3〜151個を含み、(B)成分のフルオロオキシアルキレン基含有ポリマーが、上記一般式(1)で表される繰り返し単位を5〜755個含むことを特徴とする〔1〕又は〔2〕記載の蒸着用フッ素系表面処理剤。
〔4〕
(A)成分のシランが、下記一般式(2)で表されることを特徴とする〔1〕〜〔3〕のいずれかに記載の蒸着用フッ素系表面処理剤。
〔5〕
前記式(2)のaが1であり、Rf基が下記一般式(3)、(4)及び(5)で示される基から選ばれることを特徴とする〔4〕記載の蒸着用フッ素系表面処理剤。
〔6〕
前記式(2)のaが2であり、Rf基が下記一般式(6)、(7)及び(8)で示される基から選ばれることを特徴とする〔4〕記載の蒸着用フッ素系表面処理剤。
〔7〕
前記式(2)において、Qがアミド結合、エーテル結合、エステル結合、ビニル結合、又はジオルガノシリレン基から成る群より選ばれる1種又は2種以上の構造を含んでよい非置換又は置換の炭素数2〜12の2価の炭化水素基である〔4〕〜〔6〕のいずれかに記載の蒸着用フッ素系表面処理剤。
〔8〕
Qが下記式で示される2価の基から選ばれるものである〔7〕記載の蒸着用フッ素系表面処理剤。
〔9〕
前記式(2)において、Xが加水分解性シリル基、又は加水分解性シリル基もしくは加水分解性シリルアルキレン基を有する直鎖状、分岐状もしくは環状のシロキサン基又はシリル基である〔4〕〜〔8〕のいずれかに記載の蒸着用フッ素系表面処理剤。
〔10〕
Xが下記式で示されるアルコキシ基結合シリル基を含む基である〔9〕記載の蒸着用フッ素系表面処理剤。
〔11〕
(B)成分のフルオロオキシアルキレン基含有ポリマーが下記式(9)〜(12)で示されるポリマーから選ばれるものである〔1〕〜〔10〕のいずれかに記載の蒸着用フッ素系表面処理剤。
〔12〕
更に、フッ素変性エーテル系溶剤又はフッ素変性芳香族炭化水素系溶剤を含有する〔1〕〜〔11〕のいずれかに記載の蒸着用フッ素系表面処理剤。
〔13〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理された物品。
〔14〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理された光学物品。
〔15〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理されたタッチパネル。
〔16〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理された反射防止フイルム。
〔17〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理されたSiO2処理ガラス。
〔18〕
〔1〕〜〔12〕のいずれかに記載の表面処理剤で蒸着処理された強化ガラス。
で表される繰り返し単位を、好ましくは3〜151個、より好ましくは6〜101個、更に好ましくは25〜81個含む。なお、各繰り返し単位は互いにgの値が異なっていてよく、好ましくはgが1〜4の整数である。
−CF2O−
−CF2CF2O−
−CF2CF2CF2O−
−CF(CF3)CF2O−
−CF2CF2CF2CF2O−
−CF2CF2CF2CF2CF2CF2O−
−C(CF3)2O−
このようなQとしては、例えば下記の基が挙げられる。
上記例示構造において、加水分解性基は互いに異なっていてもよい。なお、ORとしてはメトキシ基、エトキシ基等のアルコキシ基が好ましい。
そこで、フルオロオキシアルキレン基含有ポリマー(B)の重量平均分子量が、フルオロオキシアルキレン基含有ポリマー変性シラン及び/又はその部分加水分解縮合物(A)の重量平均分子量より大きく、特には1.5倍以上とすることで、真空蒸着時に、フルオロオキシアルキレン基含有ポリマー変性シラン及び/又はその部分加水分解縮合物(A)が先に蒸着され、フルオロオキシアルキレン基含有ポリマー(B)が後に蒸着することができる。
で表される繰り返し単位を、好ましくは5〜755個、より好ましくは5〜300個、更に好ましくは10〜115個含む。この場合、(B)成分における式(1)の繰り返し単位の数は、(A)成分における式(1)の繰り返し単位の数より多い。なお、各繰り返し単位は互いにgの値が異なっていてよく、好ましくはgが1〜4の整数である。
−CF2O−
−CF2CF2O−
−CF2CF2CF2O−
−CF(CF3)CF2O−
−CF2CF2CF2CF2O−
−CF2CF2CF2CF2CF2CF2O−
−C(CF3)2O−
このようなポリマーとしては、例えば、下記構造のものが挙げられる。
(式中、z4は上記重量平均分子量を満足する数である。)
ここで、フルオロオキシアルキレン基含有ポリマー(B)のAK225(旭硝子社製)を展開溶媒としたゲルパーミエーションクロマトグラフィー(GPC)によるポリスチレン換算重量平均分子量は、上記範囲内であれば特に限定されるものではないが、1,500〜20,000、特に2,000〜10,000であることが好ましい。
上記溶剤は1種を単独で使用しても2種以上を混合して使用してもよい。
FOMBLIN Z03(Solvay Solexis社製)繰り返し単位:約45、重量平均分子量:4,000
FOMBLIN Z15(Solvay Solexis社製)繰り返し単位:約90、重量平均分子量:8,000
FOMBLIN Z25(Solvay Solexis社製)繰り返し単位:約100、重量平均分子量:9,500
表1に示すフルオロオキシアルキレン基含有ポリマー変性シランとフルオロオキシアルキレン基含有ポリマーの9:1(質量比)混合物を、濃度20質量%になるようにNovec 7200(3M社製)に溶解させて表面処理剤を調製した。最表面にSiO2を15nm処理したガラス(コーニング社製 Gorilla)に、各表面処理剤5μLを真空蒸着し(処理条件は、圧力:2.0×10-2Pa、加熱温度:700℃)、25℃、湿度50%の雰囲気下で24時間硬化させて硬化被膜(膜厚:約10nm)を形成し、試験体を作製した。
[撥水撥油性の評価]
上記にて作製した試験体を用い、接触角計DropMaster(協和界面科学社製)を用いて、硬化被膜の水に対する接触角(撥水性)及びオレイン酸に対する接触角(撥油性)を測定した。
上記にて作製した試験体の塗工表面のラフネスRaを下記に示す原子間力顕微鏡により観察した。
装置名:SPA−400(SIIテクノロジー社製)
測定モード:DFM(タッピングモード)
カンチレバー:SI−DF20(アルミニウムコート無し)
測定範囲:5μm×5μm
下記に示す装置を用いて、上記にて作製した試験体の塩水噴霧試験を実施し、塩水噴霧試験後の水接触角を上記撥水撥油性の評価と同じ方法で測定し、接触角が100度を下回ったサンプルを不良とした。なお、試験は処理剤毎に10回実施し、(不良サンプル数)/10×100を不良率とした。
装置名:塩水噴霧試験機SQ−800−ST(板橋理化工業社製)
塩水条件:35℃ 5質量%NaCl水溶液噴霧
試験時間:72時間
表面が平滑な実施例1〜11の硬化被膜は、塩水噴霧試験前後で表面特性がほとんど変化しないが、表面が凸凹している比較例1〜9の硬化被膜は、塩水噴霧試験後に、水接触角が大幅に低下してしまう。比較例1〜9では、平均で10nmの硬化被膜層を設けても、膜が厚い部分と薄い部分があり、場所によっては基材を十分に覆いきれず、塩水等の浸入により、プライマー層のSiO2層が侵されてしまう。SiO2層を完全に覆うために、処理剤の塗工量を増やすことも考えられるが、ガラスの反射率が低下したり、透過率が低下したりする場合があるので好ましくない。
Claims (18)
- (A)フルオロオキシアルキレン基含有ポリマーで変性された加水分解性基含有シラン及び/又はその部分加水分解縮合物と、該(A)成分より重量平均分子量が大きな(B)フルオロオキシアルキレン基含有ポリマーとを含み、(A)成分と(B)成分との混合質量比が6:4〜9:1である蒸着用フッ素系表面処理剤。
- (A)成分と(B)成分の重量平均分子量の比が、1:1.5〜1:5である請求項1記載の蒸着用フッ素系表面処理剤。
- 前記式(2)のaが2であり、Rf基が下記一般式(6)、(7)及び(8)で示される基から選ばれることを特徴とする請求項4記載の蒸着用フッ素系表面処理剤。
- 前記式(2)において、Qがアミド結合、エーテル結合、エステル結合、ビニル結合、又はジオルガノシリレン基から成る群より選ばれる1種又は2種以上の構造を含んでよい非置換又は置換の炭素数2〜12の2価の炭化水素基である請求項4〜6のいずれか1項記載の蒸着用フッ素系表面処理剤。
- 前記式(2)において、Xが加水分解性シリル基、又は加水分解性シリル基もしくは加水分解性シリルアルキレン基を有する直鎖状、分岐状もしくは環状のシロキサン基又はシリル基である請求項4〜8のいずれか1項記載の蒸着用フッ素系表面処理剤。
- 更に、フッ素変性エーテル系溶剤又はフッ素変性芳香族炭化水素系溶剤を含有する請求項1〜11のいずれか1項記載の蒸着用フッ素系表面処理剤。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理された物品。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理された光学物品。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理されたタッチパネル。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理された反射防止フイルム。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理されたSiO2処理ガラス。
- 請求項1〜12のいずれか1項記載の表面処理剤で蒸着処理された強化ガラス。
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US9340705B2 (en) | 2016-05-17 |
KR101890948B1 (ko) | 2018-08-22 |
TWI543987B (zh) | 2016-08-01 |
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TW201335167A (zh) | 2013-09-01 |
EP2641944B1 (en) | 2017-03-15 |
JP2016094669A (ja) | 2016-05-26 |
JP5857942B2 (ja) | 2016-02-10 |
CN103146305A (zh) | 2013-06-12 |
KR20130061081A (ko) | 2013-06-10 |
EP2641944A2 (en) | 2013-09-25 |
US20130136928A1 (en) | 2013-05-30 |
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EP2641944A3 (en) | 2014-11-05 |
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