JP2022103263A - 着色感光性樹脂組成物、およびそれを用いて製造されたカラー素子並びに表示装置 - Google Patents
着色感光性樹脂組成物、およびそれを用いて製造されたカラー素子並びに表示装置 Download PDFInfo
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- JP2022103263A JP2022103263A JP2022076613A JP2022076613A JP2022103263A JP 2022103263 A JP2022103263 A JP 2022103263A JP 2022076613 A JP2022076613 A JP 2022076613A JP 2022076613 A JP2022076613 A JP 2022076613A JP 2022103263 A JP2022103263 A JP 2022103263A
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Images
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
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- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
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- G03F7/004—Photosensitive materials
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/105—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having substances, e.g. indicators, for forming visible images
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Abstract
Description
られることができる。
<着色感光性樹脂組成物>
本発明に係る着色感光性樹脂組成物は、着色感光性樹脂組成物を基板上に塗布し、露光量が40~160mJ/cm2の条件で光硬化した後、現像して製造した塗膜表面の水(DIW、Deionized Water)に対する接触角が100°~160°であり、プロピレングリコールメチルエーテルアセテート(PGMEA)に対する接触角が40°~70°であることが好ましい。
(A)バインダー樹脂
本発明の実施態様に係る着色感光性樹脂組成物は、基材に密着力を付与することで、塗膜の形成を可能とするバインダー樹脂を含み、前記バインダー樹脂として、アルカリ可溶性樹脂が使用できる。
性樹脂層の非露光部をアルカリ可溶性とし、後述の着色剤に対する結合剤樹脂および分散媒質としても作用する。
前記(B)光重合性化合物は、光重合開始剤の作用により重合可能な化合物であり、フッ素系化合物を含んでもよい。前記フッ素系化合物は、光重合性化合物とともに光重合特性を有することを特徴とする。そのための具体的な例としては、2,2,3,3,3-Pentafluoropropyl acrylate(CAS Number 2993-85-3)乃至Pentafluorophenyl acrylate(CAS Number 71195-85-2)乃至2,2,3,3,3-Pentafluoropropyl acrylate(CAS Number 356-86-5)乃至2,2,3,3-Tetrafluoropropyl Methacrylate(CAS Number 45102-52-1)などの、アクリレート乃至メタクリレートとともに、フッ素がともに導入された構造を有する化合物を含む多官能化合物であることが好ましい。
前記光重合開始剤(C)は、光重合性化合物を重合させることができるものであれば制限されずに使用可能であるが、好ましくは、重合特性、開始効率、吸収波長、入手性、価格などを考慮し、アセトフェノン系化合物、ベンゾイン系化合物、ベンゾフェノン系化合物、トリアジン系化合物、ビイミダゾール系化合物、オキシム系化合物、およびチオキサントン系化合物からなる群から選択される1種以上の化合物であってもよい。
本発明において、前記光重合開始剤は、着色感光性樹脂組成物中の固形分の総重量に対して、2~20重量%、好ましくは5~15重量%で含まれる。
前記光重合開始助剤は、光重合開始剤により重合が開始された光重合性化合物の重合を促進させるために用いられる化合物であり、光重合開始助剤としては、例えば、アミン系化合物またはアルコキシアントラセン系化合物などが挙げられる。
本発明の着色感光性樹脂組成物は、着色剤として、青色着色剤および白色着色剤の少なくとも1つを含む。
C.I.ピグメントホワイト4、5、6、6:1、および22;
C.I.ピグメントイエロー20、24、31、53、83、86、93、94、109、110、117、125、137、138、139、147、148、150、153、154、166、173、180、および185;
C.I.ピグメントオレンジ13、31、36、38、40、42、43、51、55、59、61、64、65、および71;
C.I.ピグメントレッド9、97、105、122、123、144、149、166、168、176、177、180、192、208、215、216、224、242、254、255、264、および279;
C.I.ピグメントバイオレット14、19、23、29、32、33、36、37、および38;
C.I.ピグメントグリーン7、10、15、25、36、47、および58;
C.I.ピグメントブラウン28;
C.I.ピグメントバイオレット23、32、および29;
C.I.ピグメントブラック1、31、32、および有機ブラック100CF(Basf社);などが挙げられる。
前記例示されたC.I.ピグメント顔料の中でも、青色着色剤としてはC.I.ピグメントブルー15:6乃至60が好ましく、白色着色剤としてはC.I.ピグメントホワイト6が好ましい。
前記溶剤としては、着色感光性樹脂組成物に含まれている他の成分を効果的に溶解させるものであれば、通常の着色感光性樹脂組成物に用いられる溶剤が特に制限されずに使用可能であり、特に、エーテル類、アセテート類、芳香族炭化水素類、ケトン類、アルコール類、またはエステル類などが好ましい。
レングリコールモノブチルエーテルなどのエチレングリコールモノアルキルエーテル類;
ジエチレングリコールジメチルエーテル、ジエチレングリコールジエチルエーテル、ジエチレングリコールジプロピルエーテル、およびジエチレングリコールジブチルエーテルなどのジエチレングリコールジアルキルエーテル類などが挙げられる。
前記溶剤は、塗布性および乾燥性の点から、沸点が100℃~200℃の有機溶剤を用いることが好ましく、例えば、プロピレングリコールモノメチルエーテルアセテート、プロピレングリコールモノエチルエーテルアセテート、シクロヘキサノン、3-エトキシプロピオン酸エチル、および3-メトキシプロピオン酸メチルなどが挙げられる。
本発明の着色感光性樹脂組成物は、上記成分以外に、本発明の目的を損なわない範囲で、当業者の必要に応じて他の添加剤を含む。
てもよい。
前記添加剤は、前記着色感光性樹脂組成物の全100重量%に対して、0.1~10重量%で含まれてもよい。前記添加剤が前記着色感光性樹脂組成物に対して上記の範囲内で含まれる場合、前記着色感光性樹脂組成物から製造されるカラーフィルタの性能が低下することなく、且つ添加剤のそれぞれの目的性能を付与可能である利点がある。
溶解する現像工程を行うステップと、乾燥およびポストベークを行うステップと、を含んでなる。
は本発明を例示するためのものであり、本発明は下記実施例により限定されず、多様に修正および変更可能である。本発明の範囲は、添付の特許請求の範囲の技術的思想によって決定される。
<基板の製造>
(A)バインダー樹脂、(B)光重合性化合物、(C)光重合開始剤、(D)青色着色剤および白色着色剤の少なくとも1つを含む着色剤、および(E)溶剤を含む本発明の組成物である、東友ファインケム社のSY-O1410またはSY-O1533溶液を、コーティング機器(Opticoat MS-A150、ミカサ社製)を用いて着色感光性樹脂組成物毎に一定な厚さとすることができるrpmでコーティングした後、90℃のホットプレート(hot-plate)にて、1分~10分間プリベークを行い、塗膜を形成した。その後、前記塗膜にパターンを形成するためのマスクを介在した後、露光機(HB-50110AA、ウシオ社製)にて、表1および表2に記載の量(mJ/cm2)で紫外線(UV)を照射しつつ、パターン露光を行った。前記露光後、アルカリ性水溶液で80秒間現像することで不要な部分を溶解させて除去してから、超純水(DIW)で水洗して洗浄した。形成された部分は、コンベクションオーブン(convection oven)で、220℃の温度で30分間熱硬化を行うことにより、実施例1~6および比較例1~7の試験片を製作した。前記実施例1~実施例6、比較例1~比較例7の詳細な製造条件および膜厚は、下記の表1および表2に示した。上記で用いられたSY-O1410溶液は、C.I.ピグメントブルー15:6が固形分基準で13%含有されており、SY-O1533溶液は、C.I.ピグメントホワイト6顔料が固形分基準で10%、およびC.I.ピグメントブルー15:6顔料が固形分基準で5%含有されている。
前記実施例1~6および比較例1~7で製造された塗膜の接触角は、KRUSS社のDSA100製品を用いてそれぞれの溶剤の接触角を測定し、25℃の温度、40%の湿度雰囲気で測定した。それぞれの接触角は、溶剤の接触角を60s間、毎秒測定し、それぞれの接触角の平均値を表1および表2に記載した。
下記のように製造された量子ドットインク、レッドインク、透明インクのそれぞれ異なるインクを用い、インクジェット方式により、前記実施例1~6および比較例1~7の着色感光性樹脂組成物を用いてパターン基板を製造し、ピクセルの形成を測定および評価した。その結果は下記表3に示した。
量子ドットは、一般に、光を注入、もしくは電子を注入する際に、特定の波長の光で放出するナノサイズの粒子である。本実験に使用した量子ドット粒子は、Nanoco社製のグリーン粒子とレッド粒子を1:2の割合で投入し、ブルー光源を投入した時に、完璧に吸収されていないブルー光源と、グリーンおよびレッド光が同時に見られるように設計された。3口フラスコ(3-Neck flask)に、グリーン量子ドット粒子230mgおよびレッド量子ドット粒子460mgを入れ、BYK社のDISPERBYK-111分散剤を、固形分で計算して粒子に対して30%投入した。
トーヨー社のRed254顔料が含まれているミルベースSC-R324製品を4.5g、日本昭和高分子社のSPCY-1L樹脂6.8g、および溶剤として、プロピレングリコールモノメチルエーテルアセテート(PGMEA)とプロピレングリコールジアセテート(PGDA)を7/3の割合で用いて12g追加し、レッドインクを製造した。
DPHA(DIPENTAERYTHRITOL PENTA/HEXA ACRYLATE、日本化薬社)を3.5g、日本昭和高分子社のSPCY-1L樹脂8.3g、および溶剤として、プロピレングリコールモノメチルエーテルアセテート(PGMEA)とプロピレングリコールジアセテート(PGDA)を7/3割合で用いて12g追加し、透
明インクを製造した。
前記実施例1~6および比較例1~7で製造された基板に、合成例1)~合成例3)で製造された量子ドットインク、レッドインク、透明インクのそれぞれ異なるインクを用いてインクジェット方式によりカラー層を形成してカラーピクセルを製造し、ピクセルの形成を測定および評価した。ピクセル評価基準は下記のとおりであり、その結果を下記表3に示した。
◎:図1のように、ピクセルがよく形成される場合に判断
○:基板にインクが90%以上満たされるレベルに判断
△:図2のように、インクが満たされる特性が低いが、ピクセルの形成は可能である場合に判断
X:図3のように、ピクセルの形成が足りない場合に判断
組成物は、表面不良が発生しない画素を形成することができる。さらに、上述の着色感光性樹脂組成物は、カラー素子および表示装置の製造に有用に用いられることができる。
Claims (10)
- 光硬化および現像を行った後に製造された塗膜表面の水に対する接触角が100°~160°であり、プロピレングリコールメチルエーテルアセテート(PGMEA)に対する接触角が40°~70°であって、水に対する接触角:プロピレングリコールメチルエーテルアセテート(PGMEA)に対する接触角=1:0.4~0.6である、着色感光性樹脂組成物。
- (A)バインダー樹脂と、(B)光重合性化合物と、(C)光重合開始剤と、(D)着色剤と、(E)溶剤と、を含む、請求項1に記載の着色感光性樹脂組成物。
- 前記(D)着色剤は、青色着色剤および白色着色剤の少なくとも1つを含む、請求項2に記載の着色感光性樹脂組成物。
- 前記着色感光性樹脂組成物中の固形分の総重量に対して、
(A)バインダー樹脂30~60重量%、
(B)光重合性化合物10~40重量%、
(C)光重合開始剤2~20重量%、および
(D)青色着色剤および白色着色剤の少なくとも1つを含む着色剤5~20重量%を含み、
前記着色感光性樹脂組成物の総重量に対して、
(E)溶剤50~80重量%を含む、請求項3に記載の着色感光性樹脂組成物。 - 前記(B)光重合性化合物がフッ素系化合物を含む、請求項2に記載の着色感光性樹脂組成物。
- フッ素系添加剤をさらに含む、請求項2に記載の着色感光性樹脂組成物。
- 前記青色着色剤が、C.I.ピグメントブルー15:6および60からなる群から選択される1種以上を含む、請求項3に記載の着色感光性樹脂組成物。
- 前記白色着色剤が、C.I.ピグメントホワイト6を含む、請求項3に記載の着色感光性樹脂組成物。
- 請求項1から8の何れか一項に記載の着色感光性樹脂組成物を含むカラー素子。
- 請求項9に記載のカラー素子を含む表示装置。
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WO2016048119A1 (ko) * | 2014-09-26 | 2016-03-31 | 주식회사 엘지화학 | 자외선 경화형 잉크 조성물, 이를 이용한 디스플레이 기판의 베젤 패턴의 제조방법 및 이에 의하여 제조된 베젤 패턴 |
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KR102279575B1 (ko) * | 2015-03-26 | 2021-07-20 | 동우 화인켐 주식회사 | 착색 감광성 수지 조성물, 컬러 필터 및 이를 구비한 화상 표시 장치 |
KR102497605B1 (ko) * | 2015-12-23 | 2023-02-08 | 동우 화인켐 주식회사 | 착색 감광성 수지 조성물, 이를 이용하여 제조된 칼라필터, 화상표시장치, 및 칼라필터의 제조방법 |
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JP2013050549A (ja) * | 2011-08-30 | 2013-03-14 | Asahi Glass Co Ltd | ネガ型感光性樹脂組成物、隔壁、光学素子 |
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JP2021508087A (ja) | 2021-02-25 |
KR20190094731A (ko) | 2019-08-14 |
WO2019151807A1 (ko) | 2019-08-08 |
TW201940523A (zh) | 2019-10-16 |
CN111684357A (zh) | 2020-09-18 |
TWI766141B (zh) | 2022-06-01 |
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KR20230023678A (ko) | 2023-02-17 |
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