JP4590849B2 - ハードコート剤組成物及びこれを用いた光情報媒体 - Google Patents
ハードコート剤組成物及びこれを用いた光情報媒体 Download PDFInfo
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- JP4590849B2 JP4590849B2 JP2003345523A JP2003345523A JP4590849B2 JP 4590849 B2 JP4590849 B2 JP 4590849B2 JP 2003345523 A JP2003345523 A JP 2003345523A JP 2003345523 A JP2003345523 A JP 2003345523A JP 4590849 B2 JP4590849 B2 JP 4590849B2
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- 239000004215 Carbon black (E152) Substances 0.000 description 1
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- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004386 Erythritol Substances 0.000 description 1
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 1
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- 239000004831 Hot glue Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical group CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
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- 229920000297 Rayon Polymers 0.000 description 1
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- 229910018110 Se—Te Inorganic materials 0.000 description 1
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- 229910006404 SnO 2 Inorganic materials 0.000 description 1
- 229920006311 Urethane elastomer Polymers 0.000 description 1
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- 230000002411 adverse Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- IDSLNGDJQFVDPQ-UHFFFAOYSA-N bis(7-oxabicyclo[4.1.0]heptan-4-yl) hexanedioate Chemical compound C1CC2OC2CC1OC(=O)CCCCC(=O)OC1CC2OC2CC1 IDSLNGDJQFVDPQ-UHFFFAOYSA-N 0.000 description 1
- DJUWPHRCMMMSCV-UHFFFAOYSA-N bis(7-oxabicyclo[4.1.0]heptan-4-ylmethyl) hexanedioate Chemical compound C1CC2OC2CC1COC(=O)CCCCC(=O)OCC1CC2OC2CC1 DJUWPHRCMMMSCV-UHFFFAOYSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
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- 239000003759 ester based solvent Substances 0.000 description 1
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- 239000004611 light stabiliser Substances 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
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- 229910052748 manganese Inorganic materials 0.000 description 1
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- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
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- VSXGXPNADZQTGQ-UHFFFAOYSA-N oxirane;phenol Chemical compound C1CO1.OC1=CC=CC=C1 VSXGXPNADZQTGQ-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
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- 229920000728 polyester Polymers 0.000 description 1
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- 229910052702 rhenium Inorganic materials 0.000 description 1
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- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
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- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
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Description
(1) パーフルオロポリエーテル部位及び分子内に2つ以上の活性エネルギー線反応性基を有するフッ素含有ポリエーテル化合物(A)と、分子内に2つ又は3つ以上の活性エネルギー線重合性基を有し且つフッ素を含有しない硬化性化合物(B)とを含むハードコート剤組成物であって、
組成物中の不揮発分100重量部に対して、フッ素含有ポリエーテル化合物(A)0.01重量部以上3重量部以下を含み、
硬化性化合物(B)は、硬化性化合物(B)を基準として、分子内に3つ以上の活性エネルギー線重合性基を有する硬化性化合物(Bt)65〜100重量%、及び分子内に2つの活性エネルギー線重合性基を有する硬化性化合物(Bd)0〜35重量%を含み、
フッ素含有ポリエーテル化合物(A)は、分子の両末端にそれぞれ活性エネルギー線反応性基を有し、且つ、分子量1000当たりに4つ以上の活性エネルギー線反応性基を有するものである、ハードコート剤組成物。
前記支持基体の前記膜体が形成された側とは反対側の面上、及び前記膜体面上のうちの少なくとも一方に、(1) 〜(8) のうちのいずれかに記載のハードコート剤組成物を塗布し、活性エネルギー線の照射によって硬化させハードコート層を形成することを含む、光情報媒体の製造方法。
F-[CF2CF2CF2O]l-CF2CF2CH2OH (Demnum-SA)
F-[CF(CF3)CF2O]l-CF(CF3)CH2OH (Krytox-OH)
HO(CH2CH2O)n-CH2-CF2O-[CF2CF2O]l-[CF2O]m-CF2CH2(OCH2CH2)nOH (Zdol-TX)
HOCH2CH(OH)CH2O-CH2-CF2O-[CF2CF2O]l-[CF2O]m-CF2CH2OCH2CH(OH)CH2OH (Z-Tetraol)
・分子量1000当たりに1つ以上の活性エネルギー線反応性基を有するものとして、Fomblin Z DOL diacrylate〔Fomblin Z DOL (アウジモント社製)の末端ヒドロキシル基をアクリレート変性したもの〕や、フルオライトART4(共栄社化学)、
・分子量1000当たりに2つ以上の活性エネルギー線反応性基を有するものとして、フルオライトART3(共栄社化学)、
・分子量1000当たりに4つ以上の活性エネルギー線反応性基を有するものとして、Fomblin Z-Tetraol (アウジモント社製)の4つの末端ヒドロキシル基をアクリレート変性したもの、
等が挙げられる。
まず、膜体側表面が記録/再生ビーム入射側表面とされる光情報媒体について説明する。
図2は、本発明の光ディスクの層構成の一例を示す概略断面図である。図2において、光ディスクは、支持基体(20)の情報ピットやプリグルーブ等の微細凹凸が形成されている側の面上に、反射層(3) 、第2誘電体層(52)、相変化記録材料層(4) 及び第1誘電体層(51)をこの順で有し、第1誘電体層(51)上に光透過層(7) を有し、光透過層(7) 上にハードコート層(8) を有する。この例では、反射層(3) 、第2誘電体層(52)、相変化記録材料層(4) 及び第1誘電体層(51)が情報記録層を構成する。また、前記情報記録層及び光透過層(7) が、記録又は再生のために必要な膜体を構成する。この光ディスクは、ハードコート層(8) 及び光透過層(7) を通して、すなわち膜体側から、記録又は再生のためのレーザー光が入射するように使用される。
次に、支持基体側表面が記録/再生ビーム入射側表面とされる光情報媒体について説明する。
図2に示す層構成の光記録ディスクサンプルを次のように作製した。
情報記録のためにグルーブが形成されたディスク状支持基体(20)(ポリカーボネート製、直径120mm、厚さ1.1mm)のグルーブが形成された面上に、Al98Pd1 Cu1 (原子比)からなる厚さ100nmの反射層(3) をスパッタリング法により形成した。前記グルーブの深さは、波長λ=405nmにおける光路長で表してλ/6とした。グルーブ記録方式における記録トラックピッチは、0.32μmとした。
ウレタンアクリレートオリゴマー 50重量部
(三菱レイヨン(株)製、ダイヤビームUK6035)
イソシアヌル酸EO変性トリアクリレート 10重量部
(東亜合成(株)製、アロニックスM315)
イソシアヌル酸EO変性ジアクリレート 5重量部
(東亜合成(株)製、アロニックスM215)
テトラヒドロフルフリルアクリレート 25重量部
光重合開始剤(1−ヒドロキシシクロヘキシルフェニルケトン) 3重量部
反応性基修飾コロイダルシリカ(分散媒:プロピレングリコールモノメチルエーテルアセテート、不揮発分:40重量%) 100重量部
ジペンタエリスリトールヘキサアクリレート 48重量部
1,6-ヘキサンジオールジアクリレート 12重量部
プロピレングリコールモノメチルエーテルアセテート 40重量部
(非反応性希釈溶剤)
光重合開始剤(1−ヒドロキシシクロヘキシルフェニルケトン) 2.5重量部
パーフルオロポリエーテルジアクリレート
ART4(共栄社化学製、分子量Mw約2,000 )〕 0.3重量部
ハードコート剤の組成におけるART4の0.3重量部の代わりに、パーフルオロポリエーテルジアクリレートART3(共栄社化学製、分子量Mw約1,000 )0.3重量部を用いた以外は、実施例1と同様にしてディスクサンプルを作製した。
ハードコート剤の組成におけるART4の0.3重量部の代わりに、Fombrin Z-Tetraol (アウジモント社製)の4つの末端ヒドロキシル基をアクリレート変性したもの(分子量Mw約1,000 )0.3重量部を用いた以外は、実施例1と同様にしてディスクサンプルを作製した。
ハードコート剤の組成におけるART4の0.3重量部の代わりに、Demnum-SA (ダイキン工業(株)製)の末端ヒドロキシル基をアクリレート変性したもの 0.3重量部を用いた以外は、実施例1と同様にしてディスクサンプルを作製した。
ハードコート剤の組成におけるART4の0.3重量部の代わりに、Demnum-SY (パーフルオロポリエーテル(ダイキン工業(株)製,末端に1つのヒドロキシル基のみを有する,分子量Mw約3,600 )0.3重量部を用いた以外は、実施例1と同様にしてディスクサンプルを作製した。
ハードコート剤の組成におけるART4の0.3重量部の代わりに、フッ素系架橋型界面活性剤M−2020(2-(perfluorodecyl)ethyl methacrylate、ダイキン化成品販売(株))0.3重量部を用いた以外は、実施例1と同様にしてディスクサンプルを作製した。
ハードコート剤の組成においてART4の0.3重量部を配合しなかった以外は、実施例1と同様にしてディスクサンプルを作製した。
実施例1〜4及び比較例1〜3で作製した各ディスクサンプルについて、以下に示す性能試験を行った。
各ディスクサンプルのハードコート表面の接触角を測定した。測定液として純水を用い、協和界面科学(株)製の接触角計 FACE CONTACT-ANGLEMETER を用いて、静止接触角を測定した。測定環境は、温度20℃、相対湿度60%であった。まず、初期の接触角(a) を測定した。
各ディスクサンプルのハードコート表面の鉛筆硬度を、JIS K5400に準じて測定した。
表1から、実施例1〜4のディスクサンプルはいずれも、ハードコート表面の硬度を維持しつつ、防汚性及びその耐久性に優れていた。特に、パーフルオロポリエーテルテトラアクリレートを用いた実施例3のディスクサンプルは防汚耐久性に優れていた。
(3) :反射層
(52):第2誘電体層
(4) :記録層
(51):第1誘電体層
(7) :光透過層
(8) :ハードコート層
Claims (12)
- パーフルオロポリエーテル部位及び分子内に2つ以上の活性エネルギー線反応性基を有するフッ素含有ポリエーテル化合物(A)と、分子内に2つ又は3つ以上の活性エネルギー線重合性基を有し且つフッ素を含有しない硬化性化合物(B)とを含むハードコート剤組成物であって、
組成物中の不揮発分100重量部に対して、フッ素含有ポリエーテル化合物(A)0.01重量部以上3重量部以下を含み、
硬化性化合物(B)は、硬化性化合物(B)を基準として、分子内に3つ以上の活性エネルギー線重合性基を有する硬化性化合物(Bt)65〜100重量%、及び分子内に2つの活性エネルギー線重合性基を有する硬化性化合物(Bd)0〜35重量%を含み、
フッ素含有ポリエーテル化合物(A)は、分子の両末端にそれぞれ活性エネルギー線反応性基を有し、且つ、分子量1000当たりに4つ以上の活性エネルギー線反応性基を有するものである、ハードコート剤組成物。 - フッ素含有ポリエーテル化合物(A)が有する活性エネルギー線反応性基は、(メタ)アクリロイル基及びビニル基からなる群から選ばれる、請求項1に記載のハードコート剤組成物。
- フッ素含有ポリエーテル化合物(A)は、末端にヒドロキシル基を有するフッ素含有ポリエーテル化合物のヒドロキシル基に、(メタ)アクリロイル基が導入されたものである、請求項1又は2に記載のハードコート剤組成物。
- さらに平均粒子径100nm以下の無機微粒子(C)を含む、請求項1〜3のうちのいずれか1項に記載のハードコート剤組成物。
- 硬化性化合物(B)100重量部に対して、無機微粒子(C)5重量部以上500重量部以下を含む、請求項4に記載のハードコート剤組成物。
- 無機微粒子(C)が、金属(又は半金属)酸化物の微粒子、又は金属(又は半金属)硫化物の微粒子である、請求項4又は5に記載のハードコート剤組成物。
- 無機微粒子(C)が、シリカ微粒子である、請求項4〜6のうちのいずれか1項に記載のハードコート剤組成物。
- 無機微粒子(C)が、活性エネルギー線反応性基を有する加水分解性シラン化合物によって表面修飾されたものである、請求項4〜7のうちのいずれか1項に記載のハードコート剤組成物。
- 請求項1〜8のうちのいずれか1項に記載のハードコート剤組成物の硬化物を含むハードコート層が表面に付与された物体。
- 支持基体上に、少なくとも記録層又は反射層を含む、1層又は複数層から構成される膜体を有する光情報媒体であって、前記支持基体側表面及び前記膜体側表面のうちの少なくとも一方の表面が、請求項1〜8のうちのいずれか1項に記載のハードコート剤組成物の硬化物を含むハードコート層によって形成されている光情報媒体。
- 前記支持基体側表面及び前記膜体側表面のうちの光入射側とされる表面が、前記ハードコート層によって形成されている、請求項10に記載の光情報媒体。
- 支持基体上に情報記録層と、情報記録層上の光透過層とを有し、光透過層上に、請求項1〜8のうちのいずれか1項に記載のハードコート剤組成物の硬化物を含むハードコート層を有する光情報媒体。
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- 2004-09-24 CN CNB2004800287631A patent/CN100471923C/zh not_active Expired - Fee Related
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KR20180101399A (ko) * | 2016-01-18 | 2018-09-12 | 리껭테크노스 가부시키가이샤 | 하드 코트 적층 필름 |
KR102651209B1 (ko) * | 2016-01-18 | 2024-03-25 | 리껭테크노스 가부시키가이샤 | 하드 코트 적층 필름 |
Also Published As
Publication number | Publication date |
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CN1863881A (zh) | 2006-11-15 |
US7074472B2 (en) | 2006-07-11 |
DE112004001757B4 (de) | 2012-01-19 |
JP2005112900A (ja) | 2005-04-28 |
WO2005033231A1 (ja) | 2005-04-14 |
US20050072336A1 (en) | 2005-04-07 |
DE112004001757T5 (de) | 2007-02-01 |
CN100471923C (zh) | 2009-03-25 |
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