JP2011221529A - 黒色感光性樹脂組成物並びにそれを用いたブラックマトリクス及びカラーフィルター - Google Patents
黒色感光性樹脂組成物並びにそれを用いたブラックマトリクス及びカラーフィルター Download PDFInfo
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- JP2011221529A JP2011221529A JP2011082857A JP2011082857A JP2011221529A JP 2011221529 A JP2011221529 A JP 2011221529A JP 2011082857 A JP2011082857 A JP 2011082857A JP 2011082857 A JP2011082857 A JP 2011082857A JP 2011221529 A JP2011221529 A JP 2011221529A
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- photosensitive resin
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- black photosensitive
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- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- 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
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/201—Filters in the form of arrays
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- 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
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- 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
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Materials For Photolithography (AREA)
- Optical Filters (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
Description
カーボンブラック20.0g、分散剤としてアジスパーPB821(味の素ファインテクノ(株)製)6g、溶媒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74gをビードミルで12時間混合分散して顔料分散液Mを製造した。
撹拌機、温度計、還流冷却管、滴下ロート及び窒素導入管を備えた1000mLフラスコに、プロピレングリコールモノメチルエーテルアセテート(PGMA)、AIBN、2−アクリルオキシエチルコハク酸塩類(B−1)、ノーマルフェニルマレイミド、スチレン、メタアクリル酸、イソボルニルメタアクリレート類(B−2)を、下記表2及び表3の配合量で投入し窒素置換した(下記表2及び3の単位はgである)。その後、撹拌しつつ反応液の温度を100℃に上昇させ、7時間反応させた。このように合成されたアルカリ可溶性樹脂の最終固形分、固形分の酸価及びGPCで重量平均分子量を測定して下記表3及び4に示した。各々の合成例で用いた(B−1)と(B−2)は、下記表1及び表2に示すとおりである。
下記表5及び6の組成で当業界に公知の方法で黒色感光性樹脂組成物を製造した。下記表5及び6の単位はgである。
下記表7の組成で上記実施例と同様の方法で黒色感光性樹脂組成物を製造した。下記表7の単位はgである。
実施例1〜17と比較例1〜4で製造された黒色感光性樹脂組成物をスピンコーティング法でガラス基板の上に塗布した後、加熱板の上に置いて100℃の温度にて2分間維持して薄膜を形成させた。続いて、上記薄膜の上に透過率を1〜100%の範囲でステップ状に変化させるパターンと1μm〜50μmのライン/スペースパターンを有するテストフォトマスクを載せてテストフォトマスクとの間隔を50μmにして紫外線を照射した。この時、紫外線光源は、g、h、i線をすべて含有する1kWの高圧水銀燈を用いて50mJ/cm2の照度に照射し、特別な光学フィルターは用いなかった。上記の紫外線が照射された薄膜をpH10.5のKOH水溶液現像溶液に2分間沈めて現像を行なった。この薄膜が張られたガラス板を蒸留水を用いて洗浄した後、窒素ガスを吹いて乾燥して、230℃の加熱オーブンにて20分間加熱してカラーフィルターを製造した。
式 熱流れ性=(ポストベークの後の膜厚さ/ポストベークの前の膜厚さ)×100
○:97%以上、△:95〜97%、×:95%以下
実施例1〜17と比較例1〜4で製造された光遮断用黒色感光性樹脂組成物を25℃にて各々5日、3日、1日放置したものと、コントロールとして各々の該当組成物をパターン評価実験する直前に製造した組成物とを、スピンコーティング法でガラス基板の上に塗布した後、加熱板の上に置いて100℃の温度にて2分間維持して薄膜を形成させた。20μmパターンを有するテストフォトマスクを載せてテストフォトマスクとの間隔を50μmにして紫外線を照射した。この時、紫外線光源は、g、h、i線をすべて含有する1kWの高圧水銀燈を用いて50mJ/cm2の照度に照射し、特別な光学フィルターは用いなかった。上記の紫外線が照射された薄膜をpH10.5のKOH水溶液現像溶液に2分間沈めて現像を行なった。この薄膜が張られたガラス板を蒸留水を用いて洗浄した後、窒素ガスを吹いて乾燥して、230℃の加熱オーブンにて20分間加熱してカラーフィルターを製造した。上記で製造されたカラーフィルターのうち、20μmの線幅を有するマスクに形成されたパターンの線幅を各々測定して放置時間による線幅の変化量(△CD)を以下の式により求め、その結果を下記基準により評価し、表9に示した。
○:△CD=0.5μm以下
△:△CD=0.5〜1.0μm
×:△CD=1.0μm以上
実施例及び比較例の組成物をスピンコーティング法でガラス基板の上に塗布した後、加熱板の上に置いて100℃の温度にて2分間維持して薄膜を形成させた。20μmパターンを有するテストフォトマスクを載せてテストフォトマスクとの間隔を50μmにして紫外線を照射した。この時、紫外線光源は、g、h、i線をすべて含有する1kWの高圧水銀燈を用いて50mJ/cm2の照度にて照射し、特別な光学フィルターは用いなかった。上記の紫外線が照射された薄膜をpH10.5のKOH水溶液現像溶液に2分間沈めて現像を行なった。この薄膜が張られたガラス板を蒸留水を用いて洗浄した後、光学顕微鏡で何μmのパターンまで残っているかを観察することにより感度(微細性)の評価を行い、評価結果を表10に示した。
評価実験1〜3と同様の方法で現像工程まで進めた後、超高圧洗浄工程(2MPa)で30秒間蒸留水を用いて洗浄して、何μmのパターンまでパターン取れがないかを光学顕微鏡で観察し、結果を表11に示した。
Claims (8)
- 前記単量体が、当該単量体100質量部に対して10〜40質量部の前記一般式(1)で表される化合物を含む、請求項1に記載の黒色感光性樹脂組成物。
- 前記単量体が、当該単量体100質量部に対して10〜40質量部の前記一般式(2)で表される化合物を含む、請求項1に記載の黒色感光性樹脂組成物。
- 前記黒色感光性樹脂組成物の固形分100質量部に対して、4〜25質量部の前記アルカリ可溶性樹脂(B)を含有する、請求項1に記載の黒色感光性樹脂組成物。
- 前記単量体が、(メタ)アクリレート系化合物、芳香族ビニル化合物、カルボン酸ビニルエステル化合物、シアン化ビニル化合物、マレイミド化合物、ビニルカルボキシレート化合物、不飽和オキセタンカルボキシレート化合物、モノカルボン酸化合物、ジカルボン酸化合物及び両末端にカルボキシ基とヒドロキシ基を有する化合物からなる群より選ばれる少なくとも1種の化合物を更に含む、請求項1に記載の黒色感光性樹脂組成物。
- 着色剤(A)、光重合性化合物(C)、光重合開始剤(D)及び溶剤(E)からなる群より選ばれる少なくとも1種を更に含有する、請求項1に記載の黒色感光性樹脂組成物。
- 請求項1〜6のいずれか一項に記載の黒色感光性樹脂組成物を基板上に塗布し、露光及び現像することにより得られる、ブラックマトリクス。
- 請求項7に記載のブラックマトリクスを備える、カラーフィルター。
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KR1020100032142A KR100994633B1 (ko) | 2010-04-08 | 2010-04-08 | 흑색 감광성 수지 조성물, 이를 이용하여 제조된 블랙 매트릭스 및 상기 블랙 매트릭스를 구비하는 컬러 필터 |
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JP2012053459A (ja) * | 2010-08-04 | 2012-03-15 | Toyo Ink Sc Holdings Co Ltd | カラーフィルタ用着色組成物及びカラーフィルタ |
CN104076604A (zh) * | 2013-03-29 | 2014-10-01 | 东友精细化工有限公司 | 着色感光性树脂组合物 |
KR20150034988A (ko) * | 2013-09-27 | 2015-04-06 | 동우 화인켐 주식회사 | 착색 감광성 수지 조성물 |
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KR20150115514A (ko) * | 2014-04-04 | 2015-10-14 | 동우 화인켐 주식회사 | 흑색 감광성 수지 조성물 및 이를 이용하여 제조된 블랙 매트릭스 |
KR101863249B1 (ko) | 2015-08-27 | 2018-05-31 | 삼성에스디아이 주식회사 | 감광성 수지 조성물 및 이를 이용한 컬러필터 |
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