JP2016535876A - ポリエステル樹脂を含有するプライマー層を含む光学フィルムおよびこれを用いた偏光板 - Google Patents
ポリエステル樹脂を含有するプライマー層を含む光学フィルムおよびこれを用いた偏光板 Download PDFInfo
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- JP2016535876A JP2016535876A JP2016545705A JP2016545705A JP2016535876A JP 2016535876 A JP2016535876 A JP 2016535876A JP 2016545705 A JP2016545705 A JP 2016545705A JP 2016545705 A JP2016545705 A JP 2016545705A JP 2016535876 A JP2016535876 A JP 2016535876A
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- acid
- optical film
- film
- acrylic
- polyester
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- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims description 2
- 235000006408 oxalic acid Nutrition 0.000 claims description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims 1
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 claims 1
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- 239000011347 resin Substances 0.000 description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 26
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Classifications
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- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/16—Layered products comprising a layer of synthetic resin specially treated, e.g. irradiated
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
- B32B27/308—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
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Abstract
Description
[数1]
n=Cv/Cm
バインダー樹脂としてペンタエリスリトールトリアクリレート18g;ジペンタエリスリトールペンタアクリレート18g;有機微粒子として中空シリカ粒子分散液(製造会社:触媒化成社、メチルイソブチルケトン(MIBK)溶媒に数平均粒径50〜60nmの中空シリカ粒子が固形分20重量%で分散した溶液)250g;ポリエーテルシロキサン系重合体(製造会社:EVONIK、製品名:TEGO Glide 450) 10g;および光重合開始剤(製造会社:CIBA、商品名:Irgacure184)4gを混合し、30分間撹拌した。これに、メチルイソブチルケトン(MIBK)を固形分含有量3重量%となるように希釈して、低反射コーティング層組成物を用意した。
500mlの丸底フラスコを窒素で置換し、下記の表1に表記されているように、エチレングリコール(EG)、ジエチレングリコール(DEG)、ソジウムスルホニルイソフタル酸(SSIPA)、イソフタル酸(IPA)、シクロヘキサンジカルボン酸(CHDA)を0.5:0.5:0.1:0.2:0.7のモル比で投入し、200℃で2時間エステル化反応を進行させて、理論量の水を流出させた。触媒としては、テトラメチルチタネート、アンチモンアセテート、ジブチルチンオキサイド、安定剤としては、トリメチルホスフェートを添加して、水を引き続き流出させた後、255℃で、2.5Torr以下の減圧下、150分間縮重合反応を実施して、ポリエステル樹脂Aを製造した。
500mlの丸底フラスコを窒素で置換し、下記の表1に表記されているように、エチレングリコール(EG)、ジエチレングリコール(DEG)、ソジウムスルホニルイソフタル酸(SSIPA)、イソフタル酸(IPA)、アジピン酸(AA)を0.5:0.5:0.1:0.4:0.5のモル比で投入し、200℃で2時間エステル化反応を進行させて、理論量の水を流出させた。触媒としては、テトラメチルチタネート、アンチモンアセテート、ジブチルチンオキサイド、安定剤としては、トリメチルホスフェートを添加して、水を引き続き流出させた後、255℃で、2.5Torr以下の減圧下、150分間縮重合反応を実施して、ポリエステル樹脂Bを製造した。
500mlの丸底フラスコを窒素で置換し、下記の表1に表記されているように、エチレングリコール(EG)、ソジウムスルホニルイソフタル酸(SSIPA)、イソフタル酸(IPA)、アジピン酸(AA)を1:0.1:0.6:0.3のモル比で投入し、200℃で2時間エステル化反応を進行させて、理論量の水を流出させた。触媒としては、テトラメチルチタネート、アンチモンアセテート、ジブチルチンオキサイド、安定剤としては、トリメチルホスフェートを添加して、水を引き続き流出させた後、255℃で、2.5Torr以下の減圧下、150分間縮重合反応を実施して、ポリエステル樹脂Bを製造した。その後、グリシジル(メタ)アクリレート、メチル(メタ)アクリレートを2:1の重量比で投入し、冷却させてから、水に高速撹拌させ、反応物と熱開始剤を投入し、温度を80℃に上昇させて、2時間、ポリエステルアクリル樹脂Cを製造した。ポリエステルとアクリルの重量比は5:5である。
500mlの丸底フラスコを窒素で置換し、下記の表1に表記されているように、エチレングリコール(EG)、ジエチレングリコール(DEG)、ソジウムスルホニルイソフタル酸(SSIPA)、イソフタル酸(IPA)、およびアジピン酸(AA)を0.5:0.5:0.1:0.1:0.8のモル比で投入し、200℃で2時間エステル化反応を進行させて、理論量の水を流出させた。触媒としては、テトラメチルチタネート、アンチモンアセテート、ジブチルチンオキサイドを投入し、安定剤としては、トリメチルホスフェートを添加して、水を引き続き流出させた後、2.5Torr以下の減圧下、50分間縮重合反応を実施した。その後、グリシジル(メタ)アクリレート、メチル(メタ)アクリレートを2:1の重量比で投入し、冷却させてから、水に高速撹拌させ、反応物と熱開始剤を投入し、温度を80℃に上昇させて、2時間、ポリエステルアクリル樹脂Dを製造した。ポリエステルとアクリルの重量比は5:5である。
500mlの丸底フラスコを窒素で置換し、下記の表1に表記されているように、エチレングリコール(EG)、ソジウムスルホニルイソフタル酸(SSIPA)、イソフタル酸(IPA)、シクロヘキサンジカルボン酸(CHDA)を1:0.1:0.4:0.5のモル比で投入し、200℃で2時間エステル化反応を進行させて、理論量の水を流出させた。触媒としては、テトラメチルチタネート、アンチモンアセテート、ジブチルチンオキサイド、安定剤としては、トリメチルホスフェートを添加して、水を引き続き流出させた後、255℃で、2.5Torr以下の減圧下、150分間縮重合反応を実施して、ポリエステル樹脂Bを製造した。その後、グリシジル(メタ)アクリレート、メチル(メタ)アクリレートを2:1の重量比で投入し、冷却させてから、水に高速撹拌させ、反応物と熱開始剤を投入し、温度を80℃に上昇させて、2時間、ポリエステルアクリル樹脂Eを製造した。ポリエステルとアクリルの重量比は6:4である。
前記のように製造されたポリエステル樹脂A40重量部、シリカ3重量部、および水57重量部を混合してプライマー組成物を製造した後、前記プライマー組成物を、コロナ処理されたアクリル系フィルムの一面に#7バーでコーティングした後、135℃で、MD方向に一軸延伸されたフィルムをTD方向に一軸延伸して、600nmの厚さにプライマー層が形成されたアクリル系フィルムを製造した。フィルムの表面は、50W/m2/minの条件でコロナ処理を実施した。
前記製造されたフィルムのプライマー層が塗布された面に、製造例1により製造された機能性コーティング層形成用組成物を、バー(bar)コーティングを用いて乾燥厚さが4μmとなるように塗布した後、280mJ/cm2のUVを照射して硬化させて、機能性コーティング層が形成されたフィルムを得た。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂B40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂C40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂D40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂E40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A(固形分30%)8重量部、アクリル樹脂MWX−002(TAKAMATSU社、固形分31.5%)30.5重量部、シリカ3重量部、および水58.5重量部をブレンディングしてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエポキシ樹脂Modepics502F(ARAKAWA社)40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂HR0038(日本合成社、固形分15%、多塩基酸として芳香族カルボン酸が100%含有される)80重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ポリエステル樹脂A40重量部の代わりに、ポリエステルアクリル樹脂A−645GH(TAKAMATSU社、固形分30%、多塩基酸として芳香族カルボン酸が100%含有される)40重量部を用いてプライマー組成物を製造したことを除いては、実施例1と同様の方法で機能性コーティング層が形成されたアクリル系フィルムを製造した。
ガラス板にプライマー層を4μmにコーティングした後に、Prism couplerを用いて屈折率を測定する。基材はモードを切り替えて基材フィルムの屈折率をそれぞれ測定し、差を計算する。この時、基材フィルムであるアクリル系フィルムの屈折率は1.500である。測定結果は表2に示した。
実施例および比較例による光学フィルムの製造後、その一面にハードコーティング処理後、他面を黒く処理して肉眼でレインボーが発生するか否かを確認した。肉眼評価の際、暗室で三波長ランプの下で評価をした。測定結果は表2に示した。この時、評価基準は次の通りである。
上:レインボーが見られず、均一な色感を表す
中:レインボー現象が薄く見られ、均一な色感を表す
下:レインボーが強く見られ、強い色感を表す
機能性コーティング層に、10x10の面積に縦横それぞれ1mmの間隔で切り込みを入れて、テープを貼り付けた後、取り外して、機能性コーティング層の剥がれる程度で付着を評価した。剥がれる面積が0〜20%以下の場合をOK、剥がれる面積が20%を超えるとNGと評価した。測定結果は下記の表2に記載された通りである。
Claims (13)
- 基材フィルムと、
前記基材フィルムの少なくとも一面に、ポリエステル樹脂および水分散性微粒子を含有し、前記基材フィルムと屈折率との差が0.03以下のプライマー層とを含む光学フィルムにおいて、
前記ポリエステル樹脂は、芳香族カルボン酸化合物および脂肪族カルボン酸化合物が1:9〜9:1のモル比で含まれる多塩基酸とポリオールの反応によって形成されるポリエステルグリコールを含むことを特徴とする、光学フィルム。 - 前記芳香族カルボン酸化合物および脂肪族カルボン酸化合物のモル比が2:8〜8:2であることを特徴とする、請求項1に記載の光学フィルム。
- 前記芳香族カルボン酸化合物は、オルト(ortho)−フタル酸、イソフタル酸、テレフタル酸、1,4−ナフタレンジカルボン酸、2,5−ナフタレンジカルボン酸、2,6−ナフタレンジカルボン酸、ビフェニルジカルボン酸、およびテトラヒドロフタル酸からなる群より選択された少なくとも1種であることを特徴とする、請求項1に記載の光学フィルム。
- 前記脂肪族カルボン酸化合物は、シュウ酸、コハク酸、マロン酸、グルタル酸、アジピン酸、ピメリン酸、スベリン酸、アゼライン酸、セバシン酸、リノール酸、マレイン酸、フマル酸、メサコン酸、イタコン酸などの鎖状脂肪族カルボン酸;ヘキサヒドロフタル酸、テトラヒドロフタル酸、1,3−シクロヘキサンジカルボン酸、1,4−シクロヘキサンジカルボン酸などの環状脂肪族カルボン酸からなる群より選択された少なくとも1種であることを特徴とする、請求項1に記載の光学フィルム。
- 前記ポリエステル樹脂は、多塩基酸とポリオールの反応によって形成されるポリエステルグリコールに、アクリル系単量体を追加的に共重合して形成されたポリエステルアクリル樹脂を含むことを特徴とする、請求項1に記載の光学フィルム。
- 前記ポリエステルグリコールとアクリル系単量体が2:8〜7:3の重量比で共重合されることを特徴とする、請求項5に記載の光学フィルム。
- 前記プライマー層は、アクリル系化合物を追加的に含むことを特徴とする、請求項1に記載の光学フィルム。
- 前記基材フィルムは、屈折率が1.45〜1.65であることを特徴とする、請求項1に記載の光学フィルム。
- 前記基材フィルムは、アクリル系フィルムであることを特徴とする、請求項1に記載の光学フィルム。
- 前記プライマー層上に機能性コーティング層が積層されたことを特徴とする、請求項1に記載の光学フィルム。
- 前記光学フィルムは、偏光板用保護フィルムであることを特徴とする、請求項1に記載の光学フィルム。
- 偏光子と、
前記偏光子の少なくとも一面に、請求項1〜11のいずれか1項に記載の光学フィルムとを含むことを特徴とする、偏光板。 - 請求項12に記載の偏光板を含むことを特徴とする、画像表示装置。
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