JP2020083988A - 金属用耐候性ハードコート組成物、硬化物、及び塗装金属基材 - Google Patents
金属用耐候性ハードコート組成物、硬化物、及び塗装金属基材 Download PDFInfo
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- JP2020083988A JP2020083988A JP2018218304A JP2018218304A JP2020083988A JP 2020083988 A JP2020083988 A JP 2020083988A JP 2018218304 A JP2018218304 A JP 2018218304A JP 2018218304 A JP2018218304 A JP 2018218304A JP 2020083988 A JP2020083988 A JP 2020083988A
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Images
Classifications
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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
-
- C—CHEMISTRY; METALLURGY
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
-
- 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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- B—PERFORMING OPERATIONS; TRANSPORTING
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Abstract
Description
特に、塗膜の表面硬度と柔軟性は、一般にトレードオフの関係にあり、両者を満足する金属用コーティング剤がないのが現状である。
また、本発明の他の目的は、耐候性、耐擦傷性、柔軟性に優れる塗膜を効率的に形成可能な金属用耐候性ハードコート組成物の硬化物(塗膜)を提供することである。
さらに、本発明の他の目的は、前記金属用耐候性ハードコート組成物の硬化物の層からなる塗膜で表面が被覆された、耐候性、耐擦傷性、柔軟性に優れ、生産効率にも優れる塗装金属基材を提供することである。
で表される構成単位と、下記式(II)
で表される構成単位を有し、前記式(I)で表される構成単位と前記式(II)で表される構成単位のモル比[式(I)で表される構成単位/式(II)で表される構成単位]が5以上500以下であることが好ましい。
で表される構成単位を有し、シロキサン構成単位の全量(100モル%)に対する前記式(1)で表される構成単位及び前記式(4)で表される構成単位の割合が55〜100モル%であることが好ましい。
で表される構成単位を有していてもよい。
で表される基、下記式(1b)
で表される基、下記式(1c)
で表される基、又は、下記式(1d)
で表される基であってもよい。
・硬化条件
プレベイク:150℃で5分間
紫外線照射:照射量:400mJ/cm2、照射強度:260mW/cm2
エージング:120℃で0.5時間
・鉛筆硬度
JIS K5600−5−4(750g荷重)に準拠して測定。
・色差(ΔE)
下記条件の高輝度キセノンウェザオメーター試験の初期値色相と3000時間照射後試料の色相から色差(ΔE)を求める。
・光沢度保持率(%)
下記条件の高輝度キセノンウェザオメーター試験の照射前の光沢度と3000時間照射後の光沢度を測定し、下記式より光沢度保持率を算出する。
光沢度保持率(%):3000時間照射後の光沢度/照射前の光沢度×100
・高輝度キセノンウェザオメーター試験
試験温度 :63℃
試験湿度 :RH50%
降雨 :120分中18分降雨
照射照度 :100W/m2(300〜400nm)
フィルター:内/外=ボロシリケートタイプS/ボロシリケートタイプS
照射時間 :3000時間
・鉛筆硬度
JIS K5600−5−4(750g荷重)に準拠して測定。
・色差(ΔE)
下記条件の高輝度キセノンウェザオメーター試験の初期値色相と3000時間照射後試料の色相から色差(ΔE)を求める。
・光沢度保持率(%)
下記条件の高輝度キセノンウェザオメーター試験の照射前の光沢度と3000時間照射後の光沢度を測定し、下記式より光沢度保持率を算出する。
光沢度保持率(%):3000時間照射後の光沢度/照射前の光沢度×100
・高輝度キセノンウェザオメーター試験
試験温度 :63℃
試験湿度 :RH50%
降雨 :120分中18分降雨
照射照度 :100W/m2(300〜400nm)
フィルター:内/外=ボロシリケートタイプS/ボロシリケートタイプS
照射時間 :3000時間
本発明の金属用耐候性ハードコート組成物は、下記式(1)で表される構成単位を有するポリオルガノシルセスキオキサン(以下、「本発明のポリオルガノシルセスキオキサン」と称する場合がある)を含む硬化性組成物(以下、「本発明の硬化性組成物」又は「本発明のハードコート剤」と称する場合がある)である。後述のように、本発明の硬化性組成物(ハードコート剤)は、さらに、光硬化触媒(特に光カチオン重合開始剤、光ラジカル重合性開始剤)、紫外線吸収剤、酸化防止剤等のその他の成分を含んでいてもよい。
また、本発明のポリオルガノシルセスキオキサンは、下記式(I)で表される構成単位(「T3体」と称する場合がある)と、下記式(II)で表される構成単位(「T2体」と称する場合がある)を有することが好ましい。
さらに、本発明のポリオルガノシルセスキオキサンは、後述の式(4)で表される構成単位を有することが好ましい。
上記活性エネルギー線硬化性官能基を含有する基における「光ラジカル重合性官能基」としては、光ラジカル重合性を有するものである限り特に限定されず、例えば、(メタ)アクリルオキシ基、(メタ)アクリルアミド基、ビニル基、ビニルチオ基等が挙げられる。
活性エネルギー線硬化性官能基としては、硬化物(塗膜)の表面硬度(例えば、H以上)の観点から、エポキシ基、(メタ)アクリルオキシ基等が好ましく、エポキシ基が特に好ましい。
測定装置:商品名「JNM−ECA500NMR」(日本電子(株)製)
溶媒:重クロロホルム
積算回数:1800回
測定温度:25℃
測定装置:商品名「LC−20AD」((株)島津製作所製)
カラム:Shodex KF−801×2本、KF−802、及びKF−803(昭和電工(株)製)
測定温度:40℃
溶離液:THF、試料濃度0.1〜0.2重量%
流量:1mL/分
検出器:UV−VIS検出器(商品名「SPD−20A」、(株)島津製作所製)
分子量:標準ポリスチレン換算
第2段目の加水分解及び縮合反応は、溶媒の存在下で行うこともできるし、非存在下で行うこともできる。第2段目の加水分解及び縮合反応を溶媒の存在下で行う場合、第1段目の加水分解及び縮合反応で挙げられた溶媒を用いることができる。第2段目の加水分解及び縮合反応の溶媒としては、第1段目の加水分解及び縮合反応の反応溶媒、抽出溶媒等を含む低分子量ポリオルガノシルセスキオキサンをそのまま、又は一部留去したものを用いてもよい。なお、溶媒は1種を単独で使用することもできるし、2種以上を組み合わせて使用することもできる。
また、上記反応温度の範囲内にて加水分解及び縮合反応を行いながら適時サンプリングを行って、上記割合[T3体/T2体]、数平均分子量をモニターしながら反応を行うことによって、所望の割合[T3体/T2体]、数平均分子量を有する高分子量ポリオルガノシルセスキオキサンを得ることもできる。
ウレタン(メタ)アクリレートオリゴマーは、ポリオールとジイソシアネートとを反応させて得られるイソシアネート化合物と、水酸基を有する(メタ)アクリレートモノマーとの反応により得ることができる。
前記ポリオールとしては、ポリカーボネートジオール、ポリエステルポリオール、ポリエーテルポリオール、ポリカプロラクトンポリオールが挙げられる。
本発明の硬化性組成物(ハードコート剤)は、1分子内に1個以上の熱重合性官能基と1個以上の光重合性官能基を有する化合物(以下、「化合物A」と称する場合がある。)を含むことが好ましい。本発明の硬化性組成物(ハードコート剤)が、本発明のポリオルガノシルセスキオキサンと共に化合物Aを含むことにより、硬化物としたときの架橋密度を効果的に高めることができ、硬化物(塗膜)に高い表面硬度と優れた耐候性が付与されやすくなる。
[熱重合性官能基の官能基当量]=[化合物Aの分子量]/[化合物Aが有する熱重合性官能基の数]
[光重合性官能基の官能基当量]=[化合物Aの分子量]/[化合物Aが有する光重合性官能基の数]
本発明の硬化性組成物(ハードコート剤)は、フッ素含有光重合性樹脂を含むことが好ましい。フッ素含有光重合性樹脂は、分子内にフルオロ脂肪族炭化水素骨格等のフッ素含有基と光重合性官能基を有する樹脂(オリゴマー)である。本発明の硬化性組成物(ハードコート剤)が、本発明のポリオルガノシルセスキオキサンや化合物Aと共にフッ素含有光重合性樹脂を含むことにより、硬化物としたときの塗膜表面の架橋密度を効果的に高めることができ、硬化物(塗膜)の表面の平滑性などの外観を向上させ、表面硬度、耐擦傷性、耐候性及び防汚性を向上させる性質を有する。特に、フッ素含有光重合性樹脂は、化合物Aと共に本発明の硬化性組成物(ハードコート剤)に配合されることにより、その効果は顕著となる。
本発明の硬化性組成物(ハードコート剤)には、好ましくは溶剤がさらに含有されていてもよい。溶剤としては、上記ポリオルガノシルセスキオキサン、及び必要に応じて使用される添加物を溶解することができ、且つ重合を阻害しないものであれば特に制限されることはない。
本発明の硬化性組成物(ハードコート剤)は、活性エネルギー線を照射して、活性エネルギー線硬化性化合物(本発明のポリオルガノシルセスキオキサン等)の重合反応を進行させることにより、該硬化性組成物(ハードコート剤)を硬化させることができるので、硬化物(「本発明の硬化物」と称する場合がある)を良好な生産効率で得ることができる。上記活性エネルギー線としては、例えば、赤外線、可視光線、紫外線、X線、電子線、α線、β線、γ線等のいずれを使用することもできる。中でも、取り扱い性に優れる点で、紫外線が好ましい。
本発明の塗装金属基材は、金属基材と、該金属基材の少なくとも一方の表面に形成された塗膜とを有する塗装金属基材であって、前記塗膜が、本発明の硬化性組成物(ハードコート剤)により形成された硬化物の層(本発明の硬化性組成物の硬化物層)であることを特徴としている。なお、本明細書においては、本発明の硬化性組成物(ハードコート剤)により形成された上記塗膜を「本発明の塗膜」と称する場合がある。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下で2−(3,4−エポキシシクロヘキシル)エチルトリメトキシシラン277.2ミリモル(68.30g)、フェニルトリメトキシシラン3.0ミリモル(0.56g)、及びアセトン275.4gを仕込み、50℃に昇温した。このようにして得られた混合物に、5%炭酸カリウム水溶液7.74g(炭酸カリウムとして2.8ミリモル)を5分で添加した後、水2800.0ミリモル(50.40g)を20分かけて添加した。なお、添加の間、著しい温度上昇は起こらなかった。その後、50℃のまま、重縮合反応を窒素気流下で5時間行った。
その後、反応溶液を冷却すると同時に、メチルイソブチルケトン137.70gと5%食塩水100.60gとを投入した。この溶液を1Lの分液ロートに移し、再度メチルイソブチルケトン137.70gを投入し、水洗を行った。分液後、水層を抜き取り、下層液が中性になるまで水洗を行い、上層液を分取した後、1mmHg、50℃の条件で上層液から溶媒を留去し、メチルイソブチルケトンを25.04重量%含有する無色透明で液状の生成物(エポキシ基含有低分子量ポリオルガノシルセスキオキサン)を75.18g得た。
生成物を分析したところ、数平均分子量は2235であり、分子量分散度は1.54であった。上記生成物の29Si−NMRスペクトルから算出されるT2体とT3体の割合[T3体/T2体]は11.9であった。
得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサンの1H−NMRチャートを図1、29Si−NMRチャートを図2にそれぞれ示す。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下に製造例1で得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサンを含む混合物(75g)を仕込み、エポキシ基含有低分子量ポリオルガノシルセスキオキサンの正味含有量(56.2g)に対して水酸化カリウムを100ppm(5.6mg)、水を2000ppm(112mg)添加し、80℃で18時間加熱した時点でサンプリングして分子量を測定したところ、数平均分子量Mnが6000まで上昇しており、その後室温まで冷却し、メチルイソブチルケトンを300mL添加し、水を300mL添加し、水洗を繰り返すことでアルカリ成分を除去して濃縮すると、メチルイソブチルケトンを25重量%含有する無色透明で液状の生成物(エポキシ基含有高分子量ポリオルガノシルセスキオキサン1)を74.5g得た。
生成物を分析したところ、数平均分子量は6176であり、分子量分散度は2.31であった。上記生成物の29Si−NMRスペクトルから算出されるT2体とT3体の割合[T3体/T2体]は50.2であった。
得られたエポキシ基含有高分子量ポリオルガノシルセスキオキサン1の1H−NMRチャートを図3、29Si−NMRチャートを図4にそれぞれ示す。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下に製造例1と同様の方法で得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサンを含む混合物(75g)を仕込み、エポキシ基含有低分子量ポリオルガノシルセスキオキサンの正味含有量(56.2g)に対して炭酸カリウムを100ppm(5.6mg)、水を2000ppm(112mg)添加し、80℃で18時間加熱した時点でサンプリングして分子量を測定したところ、数平均分子量Mnが4800まで上昇しており、その後室温まで冷却し、メチルイソブチルケトンを300mL添加し、水を300mL添加し、水洗を繰り返すことでアルカリ成分を除去して濃縮すると、メチルイソブチルケトンを25重量%含有する無色透明で液状の生成物(エポキシ基含有高分子量ポリオルガノシルセスキオキサン2)を74.5g得た。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下に製造例1と同様の方法で得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサンを含む混合物(75g)を仕込み、エポキシ基含有低分子量ポリオルガノシルセスキオキサンの正味含有量(56.2g)に対して炭酸カリウムを100ppm(5.6mg)、水を2000ppm(112mg)添加し、80℃で3時間加熱した時点でサンプリングして分子量を測定したところ、数平均分子量Mnが3500まで上昇しており、その後室温まで冷却し、メチルイソブチルケトンを300mL添加し、水を300mL添加し、水洗を繰り返すことでアルカリ成分を除去して濃縮すると、メチルイソブチルケトンを25重量%含有する無色透明で液状の生成物(エポキシ基含有高分子量ポリオルガノシルセスキオキサン3)を74.5g得た。
生成物を分析したところ、数平均分子量は3500であり、分子量分散度は2.14であった。上記生成物の29Si−NMRスペクトルから算出されるT2体とT3体の割合[T3体/T2体]は21であった。
得られたエポキシ基含有高分子量ポリオルガノシルセスキオキサン3の1H−NMRチャートを図5、29Si−NMRチャートを図6にそれぞれ示す。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下で3−(アクリルオキシ)プロピルトリメトキシシラン370ミリモル(80g)、及びアセトン320gを仕込み、50℃に昇温した。このようにして得られた混合物に、5%炭酸カリウム水溶液10.144g(炭酸カリウムとして3.67ミリモル)を5分で添加した後、水3670.0ミリモル(66.08g)を20分かけて添加した。なお、添加の間、著しい温度上昇は起こらなかった。その後、50℃のまま、重縮合反応を窒素気流下で2時間行った。
その後、反応溶液を冷却すると同時に、メチルイソブチルケトン160gと5%食塩水99.056gとを投入した。この溶液を1Lの分液ロートに移し、再度メチルイソブチルケトン160gを投入し、水洗を行った。分液後、水層を抜き取り、下層液が中性になるまで水洗を行い、上層液を分取した後、1mmHg、50℃の条件で上層液から溶媒を留去し、メチルイソブチルケトンを22.5重量%含有する無色透明で液状の生成物(アクリル基含有低分子量ポリオルガノシルセスキオキサン)を71g得た。
生成物を分析したところ、数平均分子量は2051であり、分子量分散度は1.29であった。上記生成物の29Si−NMRスペクトルから算出されるT2体とT3体の割合[T3体/T2体]は13.4であった。
得られたアクリル基含有低分子量ポリオルガノシルセスキオキサンの1H−NMRチャートを図7、29Si−NMRチャートを図8にそれぞれ示す。
温度計、攪拌装置、還流冷却器、及び窒素導入管を取り付けた1000ミリリットルのフラスコ(反応容器)に、窒素気流下に製造例5で得られたアクリル基含有低分子量ポリオルガノシルセスキオキサンを含む混合物(71g)を仕込み、アクリル基含有低分子量ポリオルガノにシルセスキオキサンの正味含有量(55.0g)に対して水酸化カリウムを10ppm(0.55mg)、水を2000ppm(110mg)添加し、40℃で30時間加熱した時点でサンプリングして分子量を測定したところ、数平均分子量Mnが5693まで上昇しており、その後室温まで冷却し、メチルイソブチルケトンを300mL添加し、水を300mL添加し、水洗を繰り返すことでアルカリ成分を除去して濃縮すると、メチルイソブチルケトンを25重量%含有する無色透明で液状の生成物(アクリル基含有高分子量ポリオルガノシルセスキオキサン)を71g得た。
生成物を分析したところ、数平均分子量は5693であり、分子量分散度は2.58であった。上記生成物の29Si−NMRスペクトルから算出されるT2体とT3体の割合[T3体/T2体]は47.3であった。
得られたアクリル基含有高分子量ポリオルガノシルセスキオキサン1の1H−NMRチャートを図9、29Si−NMRチャートを図10にそれぞれ示す。
製造例1で得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサン100重量部、及び光カチオン重合開始剤(商品名「CPI−210S」、サンアプロ(株)製)1.5重量部の混合溶液を作製し、これをハードコート液(硬化性組成物)として使用した。
製造例5で得られたアクリル基含有低分子量ポリオルガノシルセスキオキサン80重量部、ジメチロールトリシクロデカンジ(メタ)アクリレート(商品名「IRR214K」、ダイセル・オルネクス(株)製)20重量部、紫外線吸収剤(商品名「TINUVIN1130」、BASF製)3重量部、及び光ラジカル重合開始剤(商品名「Omnirad184」、IGM Resins B.V.製)3重量部の混合溶液を作製し、これをハードコート液(硬化性組成物)として使用した。
製造例1で得られたエポキシ基含有低分子量ポリオルガノシルセスキオキサン80重量部、化合物A(1分子内に1個以上の熱重合性官能基と1個以上の光重合性官能基を有する化合物)(商品名「エポキシエステル200PA−5E」、共栄社化学(株)製)8重量部、フッ素含有光重合性樹脂(商品名「メガファックRS−76−E」、DIC(株)製)0.6重量部、酸化防止剤(商品名「Irganox1330」、BASF製)0.2重量部、紫外線吸収剤(商品名「TINUVIN1130」、BASF製)2重量部、メチルエチルケトン(富士フイルム和光純薬(株)製)14重量部、及び光カチオン重合開始剤(商品名「CPI−210S」、サンアプロ(株)製)1.1重量部の混合溶液を作製し、これをハードコート液(硬化性組成物)として使用した。
脂肪族ウレタンアクリレート(商品名「KRM8667」、ダイセル・オルネクス(株)製)80重量部、ジメチロールトリシクロデカンジ(メタ)アクリレート(商品名「IRR214K」、ダイセル・オルネクス(株)製)20重量部、及び光ラジカル重合開始剤(商品名「Omnirad1173」、IGM Resins B.V.製)5重量部の混合溶液を作製し、これをハードコート液(硬化性組成物)として使用した。
実施例1〜3及び比較例1で得られたハードコート液を、あらかじめエポキシプライマー(日本ファインコーティングス社製のプライマー「ファインタフC JT−25」)を塗布した厚さ0.4mmの亜鉛メッキ鋼板上に、乾燥膜厚が20μmになるようにワイヤーバーを使用して流延塗装し、150℃のオーブン内で5分間放置(プレベイク)し、次いで紫外線を照射した(照射条件(照射量):400mJ/cm2、照射強度:260W/cm2)。最後に120℃で0.5時間熱処理(エージング)することによって、上記ハードコート液の塗工膜を硬化させた塗膜を有する塗装金属基材を作製した。
(1)耐候性試験(高輝度キセノン照射試験)
実施例4〜6、比較例2で得た塗装金属基材について、下記条件で耐候性(色差、光沢度保持率)を評価した。結果を表1に示す。
・高輝度キセノンウェザオメーター試験
試験機器 :キセノンウェザーメーター Ci4000(ATLAS製)
試験温度 :63℃
試験湿度 :RH50%
降雨 :120分中18分降雨
照射照度 :100W/m2(300〜400nm)
フィルター:内/外=ボロシリケートタイプS/ボロシリケートタイプS
照射面 :塗膜面
照射時間 :3000時間
・色差試験
試験機器 :カラーメーターSE7700(日本電色工業(株)製)
測定法 :透過法
光源 :C
視野角度 :2°
幾何条件 :(0°/0)
試験数 :n=1
測定 :初期値色相と3000時間照射後試料の色相から色差(ΔE)を求める。
・光沢度試験
試験機器 :グロスメーターVG2000(日本電色工業(株)製)
測定角度 :20°
試験数 :n=1
測定 :照射前の光沢度と各時間照射後の光沢度を測定し、下記式より光沢度保持率を算出しした。
光沢度保持率(%):3000時間照射後の光沢度/照射前の光沢度×100
実施例6及び比較例2で得た塗装金属基材における塗膜表面の鉛筆硬度を、JIS K5600−5−4(750g荷重)に準じて評価した。結果を表2に示す。
(3)耐擦傷性
実施例6及び比較例2で得た塗装金属基材における塗膜表面に対し、#0000スチールウールを荷重500g/cm2にて1000往復させ、塗膜表面に付いた傷の有無及びその本数を確認し、以下の基準で耐擦傷性を評価した。結果を表2に示す。
◎(耐擦傷性が極めて良好):傷の本数が0本
○(耐擦傷性が良好):傷の本数が1〜10本
×(耐擦傷性が不良):傷の本数が10本を超える
(4)柔軟性(マンドレル試験)
実施例6及び比較例2で得た塗装金属基材における塗膜表面の屈曲性を、JIS K5600−5−1(耐屈曲性(円筒形マンドレル))に準じて評価した。評価に用いたマンドレルは直径4mmを用いた。結果を表2に示す。
〇:クラックなし
×:クラックあり
Claims (25)
- 前記ポリオルガノシルセスキオキサンが、さらに、下記式(I)
で表される構成単位と、下記式(II)
で表される構成単位を有し、前記式(I)で表される構成単位と前記式(II)で表される構成単位のモル比[式(I)で表される構成単位/式(II)で表される構成単位]が5以上500以下である請求項1に記載の金属用耐候性ハードコート組成物。 - 前記ポリオルガノシルセスキオキサンの数平均分子量が、1000〜50000である請求項1又は2に記載の金属用耐候性ハードコート組成物。
- 前記ポリオルガノシルセスキオキサンの分子量分散度(重量平均分子量/数平均分子量)が、1.0〜4.0である請求項1〜4のいずれか1項に記載の金属用耐候性ハードコート組成物。
- 前記R2が、置換若しくは無置換のアリール基である請求項6に記載の金属用耐候性ハードコート組成物。
- 前記活性エネルギー線硬化性官能基が、エポキシ基である請求項1〜7のいずれか1項に記載の金属用耐候性ハードコート組成物。
- 前記活性エネルギー線硬化性官能基が、(メタ)アクリルオキシ基である請求項1〜7のいずれか1項に記載の金属用耐候性ハードコート組成物。
- さらに、光硬化触媒を含む請求項1〜9のいずれか1項に記載の金属用耐候性ハードコート組成物。
- 前記光硬化触媒が光カチオン重合開始剤である請求項11に記載の金属用耐候性ハードコート組成物。
- 前記光硬化触媒が光ラジカル重合開始剤である請求項11に記載の金属用耐候性ハードコート組成物。
- さらに、(メタ)アクリルオキシ基を1分子内に1つ以上有する化合物を含む請求項1〜13のいずれか1項に記載の金属用耐候性ハードコート組成物。
- さらに、紫外線吸収剤及び酸化防止剤からなる群より選択された少なくとも1種を含む請求項1〜14のいずれか1項に記載の金属用耐候性ハードコート組成物。
- さらに、1分子内に1個以上の熱重合性官能基と1個以上の光重合性官能基を有する化合物を含む請求項1〜15のいずれか1項に記載の金属基材用耐候性ハードコート組成物。
- さらに、フッ素含有光重合性樹脂を含む請求項1〜16のいずれか1項に記載の金属基材用耐候性ハードコート組成物。
- クリアハードコート用塗料である請求項1〜17のいずれか1項に記載の金属基材用耐候性ハードコート組成物。
- 請求項1〜18のいずれか1項に記載の金属用耐候性ハードコート組成物の硬化物。
- 金属基材と、該金属基材の少なくとも一方の表面に形成された塗膜とを有する塗装金属基材であって、前記塗膜が、請求項19に記載の硬化物の層であることを特徴とする塗装金属基材。
- 前記塗膜の厚さが1〜200μmである請求項20に記載の塗装金属基材。
- 下記硬化条件で硬化させることによって得られる硬化物の下記で定義される鉛筆硬度がH以上、下記で定義される色差(ΔE)が20未満、下記で定義される光沢度保持率が15%以上であることを特徴とする、金属基材用耐候性ハードコート組成物。
・硬化条件
プレベイク:150℃で5分間
紫外線照射:照射量:400mJ/cm2、照射強度:260mW/cm2
エージング:120℃で0.5時間
・鉛筆硬度
JIS K5600−5−4(750g荷重)に準拠して測定。
・色差(ΔE)
下記条件の高輝度キセノンウェザオメーター試験の初期値色相と3000時間照射後試料の色相から色差(ΔE)を求める。
・光沢度保持率(%)
下記条件の高輝度キセノンウェザオメーター試験の照射前の光沢度と3000時間照射後の光沢度を測定し、下記式より光沢度保持率を算出する。
光沢度保持率(%):3000時間照射後の光沢度/照射前の光沢度×100
・高輝度キセノンウェザオメーター試験
試験温度 :63℃
試験湿度 :RH50%
降雨 :120分中18分降雨
照射照度 :100W/m2(300〜400nm)
フィルター:内/外=ボロシリケートタイプS/ボロシリケートタイプS
照射時間 :3000時間 - 請求項22又は23に記載の金属基材用耐候性ハードコート組成物の硬化物であって、下記で定義される鉛筆硬度がH以上、下記で定義される色差(ΔE)が20未満、並びに下記で定義される光沢度保持率が15%以上であることを特徴とする、硬化物。
・鉛筆硬度
JIS K5600−5−4(750g荷重)に準拠して測定。
・色差(ΔE)
下記条件の高輝度キセノンウェザオメーター試験の初期値色相と3000時間照射後試料の色相から色差(ΔE)を求める。
・光沢度保持率(%)
下記条件の高輝度キセノンウェザオメーター試験の照射前の光沢度と3000時間照射後の光沢度を測定し、下記式より光沢度保持率を算出する。
光沢度保持率(%):3000時間照射後の光沢度/照射前の光沢度×100
・高輝度キセノンウェザオメーター試験
試験温度 :63℃
試験湿度 :RH50%
降雨 :120分中18分降雨
照射照度 :100W/m2(300〜400nm)
フィルター:内/外=ボロシリケートタイプS/ボロシリケートタイプS
照射時間 :3000時間 - 金属基材と、該金属基材の少なくとも一方の表面に形成された塗膜とを有する塗装金属基材であって、前記塗膜が、請求項24に記載の硬化物の層であることを特徴とする塗装金属基材。
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EP19887704.5A EP3885054A4 (en) | 2018-11-21 | 2019-11-20 | WEATHER RESISTANT HARD COATING COMPOSITION FOR METAL, HARDENED PRODUCT AND COATED METALLIC SUBSTRATE |
US17/295,741 US11866608B2 (en) | 2018-11-21 | 2019-11-20 | Weather-resistant hard coat composition for metal, cured product, and coated metal substrate |
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