JP7275579B2 - 着色組成物、それを用いたカラーフィルタ基板および表示装置 - Google Patents
着色組成物、それを用いたカラーフィルタ基板および表示装置 Download PDFInfo
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- JP7275579B2 JP7275579B2 JP2018508770A JP2018508770A JP7275579B2 JP 7275579 B2 JP7275579 B2 JP 7275579B2 JP 2018508770 A JP2018508770 A JP 2018508770A JP 2018508770 A JP2018508770 A JP 2018508770A JP 7275579 B2 JP7275579 B2 JP 7275579B2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0034—Mixtures of two or more pigments or dyes of the same type
- C09B67/0035—Mixtures of phthalocyanines
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
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- 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
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- 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
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Description
ガラス基板上に、実施例1~13および比較例1~8により得られた着色組成物を塗布した後、90℃10分間の加熱乾燥を行った。得られた着色組成物塗布膜に、ネガ用フォトマスクを介して、i線200mJ/cm2で露光を行った後、23℃の0.3質量%の水酸化テトラメチルアンモニウム水溶液で現像を行うことにより、所望のパターンを形成した。続いて、230℃30分間加熱処理を行い、膜厚が1.7μmの皮膜を得た。ただし、実施例13のみ膜厚を2.5μmとした。この皮膜について、大塚電子(株)製顕微分光測定器LCF-100MAを用いて、C光源で色度x、yおよび光透過率Yを測定した。
ガラス基板上に、実施例1~13および比較例1~8により得られた着色組成物を塗布した後、90℃10分間の加熱乾燥を行った。得られた着色組成物塗布膜に、ネガ用フォトマスクを介して、i線200mJ/cm2で露光を行った後、23℃の0.3質量%の水酸化テトラメチルアンモニウム水溶液で現像を行うことにより、所望のパターンを形成した。続いて、230℃30分間加熱処理を行い、膜厚が1.7μmの皮膜を得た。ただし、実施例13のみ膜厚を2.5μmとした。この皮膜について、大塚電子(株)製顕微分光測定器LCF-100MAを用いて、480nmおよび650nmにおける光吸収率を測定した。
ブラックマトリックスを形成したガラス基板上に、実施例1~13および比較例1~8により得られた着色組成物を塗布した後、90℃10分間の加熱乾燥を行った。得られた着色組成物塗布膜に、ネガ用フォトマスクを介して、i線200mJ/cm2で露光を行った後、23℃の0.3質量%の水酸化テトラメチルアンモニウム水溶液で現像を行うことにより、所望のパターンを形成した。続いて、230℃30分間加熱処理を行い、緑色画素の膜厚が1.7μmのカラーフィルタ基板を得た。ただし、実施例13のみ膜厚を2.5μmとした。このカラーフィルタ基板の緑色画素について、大塚電子(株)製顕微分光測定器LCF-100MAを用いて、C光源でY値を測定し、得られた値をY0とした。
C.I.ピグメントイエロー185(BASF製“Paliotol”(登録商標)Yellow D1155)150g、“BYK”(登録商標)LPN6919(ビックケミー社製、高分子分散剤溶液(60質量%プロピレングリコールモノメチルエーテル溶液))125g、“サイクロマー”(登録商標)ACA250(ダイセル化学(株)製、45質量%ジプロピレングリコールモノメチルエーテル溶液)100g、プロピレングリコールモノメチルエーテル(PMA)625gを混合してスラリーを作製した。スラリーを入れたビーカーをダイノーミルとチューブでつなぎ、メディアとして直径0.5mmのジルコニアビーズを使用して、周速14m/sで8時間の分散処理を行い、C.I.ピグメントイエロー185分散液(A1)を調製した。
C.I.ピグメントイエロー185にかえてC.I.ピグメントグリーン58(DIC(株)製“FASTGEN”(登録商標)Green A110)150gを用いたこと以外は製造例1と同様にして、C.I.ピグメントグリーン58分散液(A2)を調製した。
C.I.ピグメントイエロー185にかえてC.I.ピグメントイエロー138(東洋インキ(株)製“LIONOGEN”(登録商標)YELLOW1010)150gを用いたこと以外は製造例1と同様にして、C.I.ピグメントイエロー138分散液(A3)を調製した。
500mLの三口フラスコに、メタクリル酸メチル 33g(0.3mol)、スチレン33g(0.3mol)、メタクリル酸 34g(0.4mol)、2,2’-アゾビス(2-メチルブチロニトリル) 3g(0.02mol)および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)150gを仕込み、90℃で2時間撹拌してから内温を100℃に昇温して、さらに1時間撹拌して、反応溶液を得た。得られた反応溶液に、メタクリル酸グリシジル 33g(0.2mol)、ジメチルベンジルアミン 1.2g(0.009mol)およびp-メトキシフェノール 0.2g(0.002mol)を添加して、90℃で4時間撹拌した後、PGMEA 50gを添加して、固形分濃度40質量%のバインダー樹脂溶液(B1)を得た。京都電子工業(株)製の電位差自動測定装置AT-610を用いて、0.1mol/L水酸化カリウム・エタノール溶液についてバインダー樹脂の酸価を測定したところ、酸価は80.0(mgKOH/g)であった。また、GPC装置を用いて、ポリスチレン換算の重量平均分子量を算出したところ、重量平均分子量は22,000であった。
50mLプラスチックボトルに、製造例1により得られた分散液A1 0.99g、製造例2により得られた分散液A2 3.95g、製造例4により得られたバインダー樹脂溶液B1 3.27g、ペンタ(メタ)アクリロイルオキシジペンタエリスリトールモノこはく酸エステル(C1) 2.30g、2-メチル-1-[4-(メチルチオ)フェニル]-2-モルフォリノプロパン-1-オン(D1) 0.31g、2,4-ジエチルチオキサンテン-9-オン(D2) 0.15g、ジプロピレングリコールメチルエーテルアセテート(以下、DPMA) 19.03gを添加し、3時間撹拌して、着色組成物(E1)を調製した。得られた着色組成物について、前記方法により光透過率保持率を評価したところ、Y1/Y0は0.980であった。また、色度はx=0.309、y=0.459であり、光透過率Yは78.1であった。また、480nmにおける光吸収率は47.8%、650nmにおける光吸収率は86.1%であった。
分散液、バインダー樹脂溶液、ラジカル重合性化合物、光重合開始剤、有機溶剤の種類と仕込み比率を表1に記載のとおり変更したこと以外は実施例1と同様にして着色組成物(E2~E21)を得た。得られた着色組成物を用いて、前記方法により評価した結果を表2、表3にまとめる。
乾燥窒素気流下、100mL4つ口フラスコに1,2,3,4-シクロブタンテトラカルボン酸二無水物3.34g(17.0mmol)、2,2’-ビス(トリフルオロメチル)ベンジジン4.64g(14.5mmol)、2,2-ビス[3-(3-アミノベンズアミド)-4-ヒドロキシフェニル]ヘキサフルオロプロパン1.55g(2.56mmol)、N-メチル-2-ピロリドン 50gを入れて60℃で加熱撹拌した。8時間後、冷却してワニスとした。
乾燥窒素気流下、100mL4つ口フラスコに1,2,3,4-シクロブタンテトラカルボン酸二無水物 2.33g(11.9mmol)、2,2-ビス[3-(3-アミノベンズアミド)-4-ヒドロキシフェニル]ヘキサフルオロプロパン7.19g(11.9mmol)、N-メチル-2-ピロリドン 50gを入れて60℃で加熱撹拌した。8時間後、冷却してワニスとした。
乾燥窒素気流下、100mL4つ口フラスコに1,2,3,4-シクロブタンテトラカルボン酸二無水物 3.62g(18.4mmol)、1,3-ビス(4-アミノフェニル)ベンゼン5.38g(18.4mmol)、N-メチル-2-ピロリドン 50gを入れて60℃で加熱撹拌した。8時間後、冷却してワニスとした。
Claims (13)
- 金属フタロシアニン骨格を有する緑色色材と、C.I.ピグメントイエロー185を含む、あるいは、C.I.ピグメントイエロー138およびC.I.ピグメントイエロー185を含む黄色色材を含有する着色組成物であって、
金属フタロシアニン骨格を有する緑色色材とC.I.ピグメントイエロー138およびC.I.ピグメントイエロー185との合計含有量が、固形分(着色組成物より溶剤を除いた不揮発分)中2質量%以上16質量%以下であり、
C.I.ピグメントイエロー185の含有量が、色材中50質量%以上90質量%以下であり、
さらにラジカル重合性化合物を含有し、前記ラジカル重合性化合物の含有量が、固形分(着色組成物より溶剤を除いた不揮発分)中40質量%以上90質量%以下であり、
前記ラジカル重合性化合物が3つ以上の(メタ)アクリロイルオキシ基とカルボキシル基とを有するラジカル重合性化合物を含有し、3つ以上の(メタ)アクリロイルオキシ基とカルボキシル基とを有するラジカル重合性化合物の含有量が、ラジカル重合性化合物中50質量%以上100質量%以下である着色組成物。 - 前記金属フタロシアニン骨格を有する緑色色材、C.I.ピグメントイエロー138およびC.I.ピグメントイエロー185の合計含有量が、色材中60質量%以上である請求項1に記載の着色組成物。
- 前記金属フタロシアニン骨格を有する緑色色材が、C.I.ピグメントグリーン58および/またはC.I.ピグメントグリーン59を含み、C.I.ピグメントグリーン58およびC.I.ピグメントグリーン59、C.I.ピグメントイエロー138、C.I.ピグメントイエロー185の合計含有量が、色材中80質量%以上である請求項2に記載の着色組成物。
- C.I.ピグメントグリーン58、C.I.ピグメントグリーン59、C.I.ピグメントイエロー138およびC.I.ピグメントイエロー185を含む色材の合計含有量が、固形分(着色組成物より溶剤を除いた不揮発分)中2質量%以上16質量%以下である請求項3に記載の着色組成物。
- C.I.ピグメントグリーン58の含有量が、緑色色材中80質量%以上である請求項3または4に記載の着色組成物。
- C.I.ピグメントイエロー185の含有量が、黄色色材中60質量%以上である請求項1~5のいずれかに記載の着色組成物。
- 反射型表示装置用である請求項1~6のいずれかに記載の着色組成物。
- 少なくとも基板および画素を有するカラーフィルタ基板であって、前記画素が請求項1~7のいずれかに記載の着色組成物の光硬化物または熱硬化物からなるカラーフィルタ基板。
- 少なくとも基板ならびに赤色画素、緑色画素、青色画素および第4色の色画素を有するカラーフィルタ基板であって、前記第4色の色画素が請求項1~7のいずれかに記載の着色組成物の光硬化物または熱硬化物からなるカラーフィルタ基板。
- 前記第4色の色画素の480nmにおける光吸収率が50%以上かつ、650nmにおける光吸収率が10%以上90%以下である請求項7に記載のカラーフィルタ基板。
- 前記基板がポリイミドからなる請求項8または9に記載のカラーフィルタ基板。
- 少なくとも請求項8~11のいずれかに記載のカラーフィルタ基板および表示素子を有する表示装置。
- さらに反射層を有する請求項12に記載の表示装置。
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2018
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JP2009244747A (ja) | 2008-03-31 | 2009-10-22 | Fujifilm Corp | 重合性組成物、固体撮像素子用遮光性カラーフィルタおよび固体撮像素子 |
JP2014034590A (ja) | 2012-08-07 | 2014-02-24 | Mitsui Chemicals Inc | ポリイミドフィルム及びその製造方法 |
JP2015078254A (ja) | 2013-10-15 | 2015-04-23 | 東レ株式会社 | 樹脂組成物、それを用いたポリイミド樹脂膜、それを含むカラーフィルタ、tft基板、表示デバイスおよびそれらの製造方法 |
WO2015122286A1 (ja) | 2014-02-14 | 2015-08-20 | 富士フイルム株式会社 | 着色組成物、硬化膜、カラーフィルタ、パターン形成方法、カラーフィルタの製造方法、固体撮像素子、および、画像表示装置 |
JP2015151466A (ja) | 2014-02-14 | 2015-08-24 | 富士フイルム株式会社 | 着色組成物、硬化膜、カラーフィルタ、パターン形成方法、カラーフィルタの製造方法、固体撮像素子、および、画像表示装置 |
JP2016003288A (ja) | 2014-06-17 | 2016-01-12 | Jsr株式会社 | 着色組成物、着色硬化膜、並びに表示素子及び固体撮像素子 |
JP2016110065A (ja) | 2014-08-12 | 2016-06-20 | 株式会社Dnpファインケミカル | カラーフィルタ用着色樹脂組成物、カラーフィルタ、及び表示装置 |
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Publication number | Publication date |
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CN110268021A (zh) | 2019-09-20 |
TW201840744A (zh) | 2018-11-16 |
JPWO2018151044A1 (ja) | 2019-12-12 |
TWI757428B (zh) | 2022-03-11 |
KR20190116255A (ko) | 2019-10-14 |
WO2018151044A1 (ja) | 2018-08-23 |
CN110268021B (zh) | 2021-07-13 |
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