JP2017218475A - 熱硬化性コーティング組成物 - Google Patents
熱硬化性コーティング組成物 Download PDFInfo
- Publication number
- JP2017218475A JP2017218475A JP2016111825A JP2016111825A JP2017218475A JP 2017218475 A JP2017218475 A JP 2017218475A JP 2016111825 A JP2016111825 A JP 2016111825A JP 2016111825 A JP2016111825 A JP 2016111825A JP 2017218475 A JP2017218475 A JP 2017218475A
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- JP
- Japan
- Prior art keywords
- acid
- weight
- acrylate
- cured film
- meth
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 229920001187 thermosetting polymer Polymers 0.000 title claims abstract description 45
- 239000008199 coating composition Substances 0.000 title claims abstract description 43
- -1 acryl polyol Chemical class 0.000 claims abstract description 84
- 229920005862 polyol Polymers 0.000 claims abstract description 66
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 49
- 239000003054 catalyst Substances 0.000 claims abstract description 37
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 30
- 150000003077 polyols Chemical class 0.000 claims abstract description 29
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 17
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 17
- 229920005989 resin Polymers 0.000 claims description 21
- 239000011347 resin Substances 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 20
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 11
- 238000006243 chemical reaction Methods 0.000 abstract description 19
- 239000000203 mixture Substances 0.000 abstract description 17
- 239000003960 organic solvent Substances 0.000 abstract description 14
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract description 10
- 229920003002 synthetic resin Polymers 0.000 abstract description 6
- 239000000057 synthetic resin Substances 0.000 abstract description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 59
- 239000002904 solvent Substances 0.000 description 23
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 22
- 230000001965 increasing effect Effects 0.000 description 22
- 239000000178 monomer Substances 0.000 description 22
- 125000000217 alkyl group Chemical group 0.000 description 20
- 238000004132 cross linking Methods 0.000 description 17
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 17
- 239000000758 substrate Substances 0.000 description 17
- 238000001723 curing Methods 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- 238000011156 evaluation Methods 0.000 description 15
- 238000000576 coating method Methods 0.000 description 12
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- 238000000034 method Methods 0.000 description 11
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000011248 coating agent Substances 0.000 description 10
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 10
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- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 7
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
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- 238000002156 mixing Methods 0.000 description 5
- 150000007524 organic acids Chemical class 0.000 description 5
- 150000003254 radicals Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 4
- SPEUIVXLLWOEMJ-UHFFFAOYSA-N 1,1-dimethoxyethane Chemical compound COC(C)OC SPEUIVXLLWOEMJ-UHFFFAOYSA-N 0.000 description 4
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 4
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- NMJJFJNHVMGPGM-UHFFFAOYSA-N butyl formate Chemical compound CCCCOC=O NMJJFJNHVMGPGM-UHFFFAOYSA-N 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
- 150000001733 carboxylic acid esters Chemical class 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000012975 dibutyltin dilaurate Substances 0.000 description 4
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 150000002989 phenols Chemical class 0.000 description 4
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 4
- YKYONYBAUNKHLG-UHFFFAOYSA-N propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 4
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 3
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- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
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- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
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- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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Landscapes
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Abstract
Description
本発明のアクリルポリオール(a)は、主に、硬化膜に可とう性を付与する作用、基材である樹脂部材との密着性を付与する作用を有し、水酸基含有モノマーを含むラジカル重合性モノマーをラジカル重合して得られる、水酸基含有(メタ)アクリルポリマーである。
前記水酸基含有モノマーとしては、(メタ)アクリロイル基又はビニル基等の不飽和二重結合を有する重合性の官能基を有し、かつ水酸基を有するものを特に制限なく用いることができる。水酸基含有モノマーとしては、例えば、2−ヒドロキシエチル(メタ)アクリレート、2−ヒドロキシブチル(メタ)アクリレート、3−ヒドロキシプロピル(メタ)アクリレート、4−ヒドロキシブチル(メタ)アクリレート、6−ヒドロキシヘキシル(メタ)アクリレート、8−ヒドロキシオクチル(メタ)アクリレート、10−ヒドロキシデシル(メタ)アクリレート、12−ヒドロキシラウリル(メタ)アクリレート等のヒドロキシアルキル(メタ)アクリレート;(4−ヒドロキシメチルシクロへキシル)メチル(メタ)アクリレート等のヒドロキシアルキルシクロアルカン(メタ)アクリレートが挙げられる。また、2−ヒドロキシブチル(メタ)アクリレートの6−ヘキサノリド付加重合物(重合度1〜6)、グリセリルモノ(メタ)アクリレート、グリセリル−1−(メタ)アクリロイルオキシエチルウレタン、ヒドロキシエチル(メタ)アクリルアミド、アリルアルコール、2−ヒドロキシエチルビニルエーテル、4−ヒドロキシブチルビニルエーテル、ジエチレングリコールモノビニルエーテル等が挙げられる。水酸基含有モノマーは単独で又は組み合わせて使用できる。これらのなかでも、ヒドロキシアルキル(メタ)アクリレート、ヒドロキシアルキルシクロアルカン(メタ)アクリレートが好適であり、2−ヒドロキシエチル(メタ)アクリレートがより好適である。
前記水酸基含有モノマー以外のラジカル重合性モノマーとしては、硬化膜の可とう性を高める観点、及び基材との密着性を高める観点から、アルキル基をエステル末端に有するアルキル(メタ)アクリレートを含むことが好ましい。アルキル基をエステル末端に有するアルキル(メタ)アクリレートのアルキル基は、直鎖のアルキル基、分岐鎖のアルキル基、環状のシクロアルキル基等が挙げられる。アルキル基をエステル末端に有するアルキル(メタ)アクリレートは、硬化膜の可とう性をより高める観点、及び基材との密着性をより高める観点から、アルキル基の炭素数が1〜18であることが好ましく、3〜14であることが好ましく、5〜10であることがより好ましい。
前記アクリルポリオール(a)の製造方法は、溶液重合、電子線やUV等の放射線重合、塊状重合、乳化重合等の各種ラジカル重合の公知の製造方法を適宜選択できる。また、アクリルポリオール(a)は、ランダム共重合体、ブロック共重合体、グラフト共重合体等のいずれでもよい。
<重量平均分子量(Mw)の測定>
・分析装置:TOSOH HLC−8320GPC
・カラム1、2:TSKgel SuperMulbipore HZ−M
・カラムサイズ:15 cm× 4.6 mmφ (2本すべて)
・溶離液:THF
・流量:0.35 ml/min
・検出器:RI
・カラム温度:40℃
・標準試料:ポリスチレン
本発明の低分子ポリオール(b)は、1分子中に少なくとも2つ以上の水酸基を有する化合物であり、分子量が60〜500であり、かつ水酸基価が500〜2,000mg・KOH/gである。低分子ポリオール(b)は、主に、硬化膜の架橋密度を高め、硬化膜の耐擦傷性を向上させる作用を有する。
本発明のシリカ粒子(c)は、主に、硬化膜の形成時の体積収縮を抑制し、基材との密着性を高める作用、硬化膜の耐擦傷性を向上させる作用を有する。シリカ粒子(c)の平均粒子径は、硬化膜の光線透過率を高める観点から、できるだけ小さい粒子(微粒子)であることが好ましく、具体的には、300nm以下であることが好ましく、100nm以下であることがより好ましく、50nm以下であることがさらに好ましい。
本発明のポリイソシアネート(d)は、1分子中に少なくとも2つ以上のイソシアネート基を有する化合物であり、水酸基との硬化(架橋)反応、あるいはイソシアネート基同士の硬化(架橋)反応することで、主に、硬化膜の架橋密度を向上させる作用を有する。
本発明の触媒(e)は、下記一般式(1)
前記(a)〜(e)成分を含有する熱硬化性コーティング組成物は、有機溶媒で希釈して調製することができる。
本発明の熱硬化性コーティング組成物は、通常の塗料において行われる塗装方法により基材に塗装し、加熱硬化することによって、基材の表面に硬化膜を形成することができる。得られた硬化膜は、耐擦傷性、密着性、及び透明性に優れるため、いわゆる、ハードコート膜として用いることができる。
実施例又は比較例で使用した化合物を以下に示す。
<アクリルポリオール(a)>
<アクリルポリオール(a−1)の製造>
攪拌装置、窒素導入管及び冷却管を備えた反応容器に、重合溶媒としてジアセトンアルコール(DAA)を723.8重量部仕込み、窒素ガスを吹き込みながら85℃に加熱した。これに、2−ヒドロキシエチルメタクリレートを100重量部(0.77mol)、シクロヘキシルメタクリレートを207.7重量部(1.23mol)、及びラジカル重合開始剤としてt−ヘキシルペルオキシピバレートの炭化水素希釈品(固形分濃度:70重量%、日油社製、商品名:パーヘキシルPV)4.4重量を含む混合物を2時間かけて滴下した。さらに2時間重合を行った後、室温まで冷却し、アクリルポリオール(a−1)の溶液(固形分濃度:30重量%、重量平均分子量:50,000、理論水酸基価:140mg・KOH/g)を得た。
攪拌装置、窒素導入管及び冷却管を備えた反応容器に、重合溶媒としてDAAを784.2重量部仕込み、窒素ガスを吹き込みながら85℃に加熱した。これに、2−ヒドロキシエチルメタクリレートを50.0重量部(0.38mol)、シクロヘキシルメタクリレートを283.3重量部(1.68mmol)、及びラジカル重合開始剤としてt−ヘキシルペルオキシピバレートの炭化水素希釈品(固形分濃度:70重量%、日油社製、商品名:パーヘキシルPV)4.8重量を含む混合物を2時間かけて滴下した。さらに2時間重合を行った後、室温まで冷却し、アクリルポリオール(a−2)の溶液(固形分濃度:30重量%、重量平均分子量:45,000、理論水酸基価:65mg・KOH/g)を得た。
(b−1)トリメチロールプロパン(分子量:135、水酸基価:1,254mg・KOH/g)
(b−2)シクロヘキシルジメタノール(分子量:144、水酸基価:778mg・KOH/g)
(b−3)グリセリン(分子量:92、水酸基価:1,800mg・KOH/g)
(b−4)ポリカプロラクトンテトラオール(分子量:426、水酸基価:525mg・KOH/g、Perstorp社製、Polyol4525)
(c−1)メチルイソブチルケトン分散シリカゾル(固形分濃度:30重量%、平均粒子径:10〜20nm、日産化学社製、MIBK−ST)
(d−2)酢酸エチル分散シリカゾル(固形分濃度:30重量%、平均粒子径:10〜20nm、日産化学社製、EAC−ST)
(d−1)ヘキサメチレンジイソシアネートのイソシアヌレート体(固形分濃度:100重量%、イソシアネート基含有率23.0%、旭化成ケミカル社製、デュラネートTPA−100)
(d−2)ヘキサメチレンジイソシアネートのアロファネート体(固形分濃度:80重量%、イソシアネート基含有率15.5%、住化バイエルウレタン社製、デスモジュールXP2679)
DBU−ギ酸塩(サンアプロ社製、U−CAT SA603、ギ酸のpKa:3.8)
DBU―オクチル酸塩(サンアプロ社製、U−CAT SA102、オクチル酸のpKa:4.9)
DBU−オレイン酸塩(サンアプロ社製、U−CAT SA106、オレイン酸のpKa:4.8)
DBU−フェノール塩(サンアプロ社製、U−CAT SA1、フェノールのpKa:9.9)
DBN−オクチル酸塩(サンアプロ社製、U−CAT SA1102、オクチル酸のpKa:4.9)
ジラウリン酸ジブチルスズ
DBU
DBN
酢酸ナトリウム
DBU−パラトルエンスルホン酸塩(サンアプロ社製、U−CAT SA506、パラトルエンスルホン酸のpKa:−2.8)
ジアセトンアルコール(DAA)
<レベリング剤>
ポリエーテル変性ポリジメリルシロキサン(ビックケミー社製、BYK−333)
蓋付きのポリプロピレンの容器に、上記で得られたアクリルポリオール(a−1)の溶液を56.7重量部(アクリルポリオール(a−1)が17.0重量部、溶媒としてDAAが39.7重量部含まれる)に、低分子ポリオール(b)としてトリメチロールプロパン(b−1)を3重量部、シリカ粒子(c)としてメチルイソブチルケトン分散シリカゾル(c−1)(MIBK−ST)を200重量部(シリカ粒子(c)が60重量部、溶媒としてMIBKが140.0重量部含まれる)、ポリイソシアネート(d)としてヘキサメチレンジイソシアネートのイソシアヌレート体(d−1)(デュラネートTPA−100)を20.0重量部、触媒(e)としてDBU−ギ酸塩(U−CAT SA603)を0.6重量部、希釈溶媒としてDAAを153.7重量部、及びレベリング剤としてポリエーテル変性ポリジメリルシロキサン(BYK−333)を0.4重量部配合し、実施例1の配合物を得た。得られた配合物について、下記の(1)の評価を行った。結果を表3に示す。評価後、実施例1の熱硬化性コーティング組成物を得た。得られた熱硬化性コーティング組成物について、下記の(2)の評価を行った。結果を表3に示す。
<熱硬化性コーティング組成物の製造>
表1〜4に示す組成及び割合で、実施例1に記載の方法により、実施例2〜20、及び比較例1〜15の配合物、及び熱硬化性コーティング組成物を得た。得られた配合物、及び熱硬化性コーティング組成物について、下記の(1)〜(2)の評価を行った。結果を表3及び4に示す。
25℃、40%RHの相対湿度に設定した環境下で、上記で得られた各熱硬化性コーティング組成物をポリカーボネート(PC)樹脂板(三菱ガス化学社製、ユーピロン、大きさ:5cm×8cm)に、硬化後の膜厚が10〜12μmになるように、バーコーター塗装法にて塗装を行い、115℃で20分間加熱硬化し、硬化膜を有する試験片を得た。得られた硬化膜を有する試験片を25℃で30分間放置した後、下記の(3)〜(5)の評価を行った。結果を表3及び4に示す。
得られた配合物をミックスローター(AS ONE社製、MIX−ROTAR MR5)を用いて25℃で混合し、触媒が全て溶解するまでの時間を測定した。
○:1時間未満
×:1時間以上
得られた熱硬化性コーティング組成物をシリコンウェハー(シリコンテクノロジー社製、大きさ:2cm×2cm)上に数滴塗工し、115℃×20分間での加熱処理の前後における赤外吸収スペクトルを透過法にて測定した。尚、加熱前においては溶媒のC−H伸縮ピーク強度の影響をできるだけ受けないように、窒素を吹きつけ溶媒を揮発させ、乾燥塗膜を得た後に赤外吸収スペクトルにて測定した。2270cm−1に存在するN=C=O逆対称伸縮ピーク強度及び2952cm−1に存在するC−H伸縮ピーク強度により、以下の式に基づいてイソシアネート(NCO)基消費率を求めた。また、得られたNCO基消費率に基づき、以下のように各触媒能を評価した。
×:85%未満
荷重13.7KPaを載せたスチールウール(#000)を試験片の硬化膜の面上に置き、ラビングテスターで11往復させる試験条件で試験した後、ヘイズ(%)を測定すると共に、下記の評価基準で外観を評価した。
○:試験後のヘイズから試験前のヘイズを引いた値が5以下
×:試験後のヘイズから試験前のヘイズを引いた値が5よりも大きい
ヘイズメーター(日本電色工業株式会社製、NDH5000)により、硬化膜を有する試験片のヘイズ(%)を測定すると共に、下記の評価基準で透明性を評価した。
○:ヘイズ5.0%以下
×:ヘイズ5.0%より大きい
JIS K 5400 8.5.2に準じ、碁盤目テープ法にて試験片の硬化膜を貫通して素地面に達する切り傷を間隔1mmで碁盤目状につけて、ます目の数100とし、この碁盤目の上に粘着テープを貼り、次いでこのテープを剥がした後の塗膜の密着状態を目視により観察し、下記の評価基準で密着性を評価した。
○:剥がれなし
×:剥がれあり
Claims (4)
- アクリルポリオール(a)と、低分子ポリオール(b)と、シリカ粒子(c)と、ポリイソシアネート(d)と、触媒(e)を含有し、
前記低分子ポリオール(b)の分子量が、60〜500であり、かつ水酸基価が500〜2,000mg・KOH/gであり、
前記触媒(e)が、下記一般式(1)
前記(a)〜(d)の合計重量に対して、アクリルポリオール(a)を0.5〜21重量%、低分子ポリオール(b)を0.5〜17重量%、及びシリカ粒子(c)を36〜79重量%を含有し、かつシリカ粒子(c)100重量部に対して、触媒(e)を0.1〜2.2重量部含有し、
前記アクリルポリオール(a)、低分子ポリオール(b)、及びポリイソシアネート(d)が、(d)のイソシアネート基/{(a)と(b)の合計の水酸基}の当量比が0.4〜2.4の割合で配合されることを特徴とする熱硬化性コーティング組成物。 - 請求項1記載の熱硬化性コーティング組成物から形成されることを特徴とする硬化膜。
- 前記硬化膜がハードコート膜であることを特徴とする請求項2記載の硬化膜。
- 請求項2又は3記載の硬化膜を有することを特徴とする樹脂部材。
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WO2022191143A1 (ja) * | 2021-03-08 | 2022-09-15 | ハリマ化成株式会社 | 二液硬化型コーティング剤及び多層膜 |
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