JP4827434B2 - 新規トリアリールメタン化合物およびローダミン化合物、ならびにそれらを用いた光学フィルタ、色変換フィルタおよび色変換発光デバイス - Google Patents
新規トリアリールメタン化合物およびローダミン化合物、ならびにそれらを用いた光学フィルタ、色変換フィルタおよび色変換発光デバイス Download PDFInfo
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- JP4827434B2 JP4827434B2 JP2005128253A JP2005128253A JP4827434B2 JP 4827434 B2 JP4827434 B2 JP 4827434B2 JP 2005128253 A JP2005128253 A JP 2005128253A JP 2005128253 A JP2005128253 A JP 2005128253A JP 4827434 B2 JP4827434 B2 JP 4827434B2
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- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
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- 150000004866 oxadiazoles Chemical class 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
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- MUSLHCJRTRQOSP-UHFFFAOYSA-N rhodamine 101 Chemical compound [O-]C(=O)C1=CC=CC=C1C(C1=CC=2CCCN3CCCC(C=23)=C1O1)=C2C1=C(CCC1)C3=[N+]1CCCC3=C2 MUSLHCJRTRQOSP-UHFFFAOYSA-N 0.000 description 1
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- 150000003918 triazines Chemical class 0.000 description 1
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- 125000006617 triphenylamine group Chemical group 0.000 description 1
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- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
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Images
Landscapes
- Electroluminescent Light Sources (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyrane Compounds (AREA)
Description
(1)有機発光層
(2)正孔注入層/有機発光層
(3)有機発光層/電子注入層
(4)正孔注入層/有機発光層/電子注入層
(5)正孔注入層/正孔輸送層/有機発光層/電子注入層
(6)正孔注入層/正孔輸送層/有機発光層/電子輸送層/電子注入層
(上記において、陽極は発光層または正孔注入層に接続され、陰極は有機発光層または電子注入層に接続される)
反応用フラスコに38gのメタノール、0.01モルの原料化合物1(下記式)、0.012モルの原料化合物2(下記式)を仕込み、70℃で3時間攪拌した。メタノールを23g留去した後、酢酸エチル75gを加えて晶析を行った。生成した結晶を濾取し、酢酸エチルで洗浄した後、80℃、2時間真空乾燥を行い、目的物である緑色結晶6.1g(収率81%)を得た。
(1)1H−NMR(重メタノール溶媒)
図4に示す。
(2)UV吸収測定(5.0×10−6モル/リットルメタノール溶媒)
吸収:λmax;544.5nm、ε;1.12×105
(3)示差熱分析(TG−DTA:サンプル2.99797mg、100ml/分窒素気流中、昇温10℃/分)
重量減少開始温度:243℃、10%質量減少温度:252℃
反応用フラスコに21gのエタノール、0.01モルの原料化合物1、0.011モルの原料化合物3(下記式)を仕込み、75℃で4.5時間攪拌した。エタノールを留去した後、酢酸エチル21gを加えて、50℃まで加温して得た溶液を20℃に冷却して晶析を行った。生成した結晶を濾取し、酢酸エチルで洗浄した後、80℃、2時間真空乾燥を行い、目的物である緑色結晶0.3g(収率4.3%)を得た。
(1)1H−NMR(重メタノール溶媒)
図5に示す。
(2)UV吸収スペクトル測定(5.0×10−6モル/リットルメタノール溶媒)
吸収:λmax;544.5nm、ε;1.09×105
(3)示差熱分析(TG−DTA:サンプル2.54051mg、100ml/分窒素気流中、昇温10℃/分)
重量減少開始温度:151℃、317℃、10%質量減少温度:159℃
反応用フラスコに35gのクロロホルム、0.01モルのローダミン6G、0.012モルの原料化合物3、2質量%の水酸化ナトリウム水溶液を仕込み、50℃で1時間攪拌した。ここから水相を除去し0.001モルの原料化合物3と水30gを加え55℃で2時間攪拌した。再度水相を除去し水30gと酢酸エチル20gを加え、30分攪拌した後、系内の結晶を濾取した。結晶を30gのクロロホルムと15gの酢酸エチルの混合溶媒で洗浄した後、120℃、2時間真空乾燥を行い、目的物である茶色結晶5.5g(収率79%)を得た。
(1)1H−NMR(重メタノール溶媒)
図6に示す。
(2)UV吸収スペクトル測定(5.0×10−6モル/リットルメタノール溶媒)
吸収:λmax;528.0nm、ε;1.04×105
(3)示差熱分析(TG−DTA:サンプル2.20953mg、100ml/分窒素気流中、昇温10℃/分)
重量減少開始温度:129℃、154℃、201℃、10%質量減少温度:166℃
反応用フラスコに20gの酢酸エチル、20gの水、0.003モルの原料化合物4(下記式)、0.003モルの原料化合物3を仕込み、57℃で1.5時間攪拌した。20℃まで冷却した後、系内の結晶を濾取した。結晶を酢酸エチル、水、酢酸エチルの順で洗浄した後、120℃、2.5時間真空乾燥を行い、目的物である赤色結晶1.7g(収率75%)を得た。
(1)1H−NMR(重メタノール溶媒)
図7に示す。
(2)UV吸収スペクトル測定(5.1×10−6モル/リットルメタノール溶媒)
吸収:λmax;525.0nm、ε;1.05×105
(3)示差熱分析(TG−DTA:サンプル2.21475mg、100ml/分窒素気流中、昇温10℃/分)
重量減少開始温度:247℃、10%質量減少温度:262℃
反応用フラスコに3gのエタノール、0.005モルの原料化合物5(下記式)、0.0055モルの原料化合物3を仕込み、60℃で3.5時間攪拌した。これにクロロホルム30g、水30gを加え、5分攪拌した後、水相を除去してから、脱溶媒を行った。得られた残渣について、エタノール溶媒、シリカゲルのカラムクロマトグラフを用いて粗精製を行い得た粗結晶をメタノール1.1gに加熱溶解させた溶液を酢酸エチル11gに加えて晶析を行った。結晶を濾取し、3gのメタノールと18gの酢酸エチルとの混合溶媒で洗浄した後、150℃、2.5時間真空乾燥を行い、目的物である緑色結晶2.6g(収率62%)を得た。
(1)1H−NMR(重メタノール溶媒)
図8に示す。
(2)UV吸収スペクトル測定(5.1×10−6モル/リットルメタノール溶媒)
吸収:λmax;572.0nm、ε;1.20×105
(3)示差熱分析(TG−DTA:サンプル5.21851mg、100ml/分窒素気流中、昇温10℃/分)
重量減少開始温度:255℃、10%質量減少温度:265℃
プロピレングリコールモノエチルアセテート(PGMEA)溶媒1g中に、ポリメタクリル酸メチル(PMMA)1gおよび表に記載した製造実施例1、2で得た化合物それぞれを0.002モルを溶解させた。この溶液をCorning1394ノンアルカリガラス(50×50×0.7mm)上にスピンコート法によって塗布し、膜厚10μmの色変換層を有する色変換フィルタを得た。
製造実施例1で得た化合物に代えて、0.002モルのローダミンB(化合物No.7のカチオンとCl−イオンとからなる)と2−ヒドロキシ−4−メトキシベンゾフェノン0.002モルを用いたことを除いて実施例1と同様にして色変換フィルタを作成した。
製造実施例1で得た化合物に代えて、0.002モルのローダミンBと0.002モルの2,6−ジ第3ブチルフェノールを用いたことを除いて実施例1と同様にして色変換フィルタを作成した。
製造実施例1で得た化合物に代えて、化合物No.7のカチオンと化合物No.94のアニオンとから形成されるローダミン色素0.002モルを用いたことを除いて実施例1と同様にして色変換フィルタを作成した。
製造実施例1で得た化合物に代えて、0.002モルのローダミンBを用いたことを除いて実施例1と同様にして色変換フィルタを作成した。
2−ヒドロキシ−4−メトキシベンゾフェノン0.100モルを用いたことを除いて比較例1と同様にして色変換フィルタを作成した。
0.100モルの2,6−ジ第3ブチルフェノールを用いたことを除いて比較例2と同様にして色変換フィルタを作成した。
実施例1、実施例2、比較例1〜4においてそれぞれ3つのサンプルを作成して評価を行った。色変換フィルタの色変換層側に光源を配置して、波長450〜510nmの光を照射した。さらに、色変換フィルタを通して出射した光を分光輝度計(コニカミノルタCS−1000)を用いて測定し、波長610nmの赤色光の出射光強度を測定した。比較例1の出射光強度を100とした相対値の評価結果を初期強度として第1表にまとめた。次に、上記光源を用いて1000時間の連続照射をおこなったのちに、波長610nmの赤色光の出射光度を再度測定した。実施例1および比較例1、比較例2、比較例3それぞれについて連続照射前の初期強度を100とした発光強度保持率を、耐久性として第1表にまとめた。また、フォトリソグラフ法を用いたパターニング性についても第1表にまとめた。
プロピレングリコールモノエチルアセテート(PGMEA)溶媒1g中に、ポリメタクリル酸メチル(PMMA)1g、ならびに、それぞれ製造実施例4および5で得た新規化合物を0.0.002モルを溶解させた。この溶液をCorning1394ノンアルカリガラス(50×50×0.7mm)上にスピンコート法によって塗布し、膜厚10μmの色変換層を有する色変換フィルタを得た。
製造実施例4で得た新規化合物に代えて、第2表に示すようなローダミン色素0.002モルを用いたことを除いて実施例3と同様にして色変換フィルタを作成した。比較例7においては、化合物No.41のカチオンとCl−アニオンとから形成されるローダミン色素を用いた。比較例7においては、化合物No.43のカチオンとCl−アニオンとから形成されるローダミン色素を用いた。比較例9においては、化合物No.41のカチオンと化合物No.95のアニオンとから形成されるローダミン色素を用いた。比較例10においては、化合物No.43のカチオンと化合物No.95のアニオンとから形成されるローダミン色素を用いた。
実施例3、実施例4、および比較例7〜10において、上記評価例1と同様に評価を行った。結果を第2表にまとめた。
色変換フィルタを有機ELディスプレイに適用する際の封止内雰囲気がN2となることを想定し、同雰囲気下での耐光性を比較した。実験を露点−80℃窒素雰囲気のグローブボックス内で行った以外は評価1と同様にして行った。結果を第3表にまとめた。
20R 赤色変換層
20G 緑色変換層
20B 青色変換層
30R 赤色フィルタ層
30G 緑色フィルタ層
30B 青色フィルタ層
40 ブラックマスク
50 基板
52 薄膜トランジスタ
54 平坦化層
56 第一電極
58 有機EL層
60 第二電極
62 パッシベーション層
64 充填剤層
66 外周封止層
100 透明支持体
105 光学機能支持体
110 下塗り層
120 光学機能層
130 反射防止層
140 ハードコート層
150 潤滑層
Claims (7)
- 下記化学式(II)で表される化合物。
- R1〜R4が各々独立に炭素数1〜18の炭化水素基又は自己が結合する窒素原子が結合する芳香環と連結して環構造を形成してもよい炭素数2〜8の炭化水素基であることを特徴とする請求項1に記載の化合物。
- 請求項1または2に記載の化合物を含有してなるフィルム。
- 請求項1または2に記載の化合物を含有してなる光学フィルタ。
- 請求項1または2に記載の化合物とバインダを含有することを特徴とする色変換層。
- 透明基板と、1つまたは複数の色変換層とを含み、前記色変換層の少なくとも1つは請求項5に記載の色変換層であることを特徴とする色変換フィルタ。
- 発光部と、請求項6に記載の色変換フィルタとを含むことを特徴とする色変換発光デバイス。
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016122117A1 (ko) * | 2015-01-27 | 2016-08-04 | 주식회사 엘지화학 | 금속 착체 및 이를 포함하는 색변환 필름 |
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Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3467482A (en) * | 1965-02-25 | 1969-09-16 | Du Pont | Process for imparting improved dyelightfastness to basic dyeable polyester structures |
JPS59222842A (ja) * | 1983-06-01 | 1984-12-14 | Fuji Photo Film Co Ltd | 平版印刷版用感光性組成物 |
JPS6395978A (ja) * | 1986-10-14 | 1988-04-26 | Fuji Photo Film Co Ltd | 記録材料 |
US4874391A (en) * | 1986-07-29 | 1989-10-17 | Ciba-Geigy Corporation | Process for photochemical stabilization of polyamide fiber material and mixtures thereof with other fibers: water-soluble copper complex dye and light-stabilizer |
JP2000103975A (ja) * | 1998-09-28 | 2000-04-11 | Idemitsu Kosan Co Ltd | ローダミン誘導体および色素、色変換膜ならびに有機エレクトロルミネッセンス素子 |
US6921620B2 (en) * | 2001-08-21 | 2005-07-26 | Kodak Polychrome Graphics Llc | Imageable composition containing colorant having a counter anion derived from a non-volatile acid |
JP2004217524A (ja) * | 2003-01-09 | 2004-08-05 | Canon Inc | 新規なキサンテン化合物 |
JP4360842B2 (ja) * | 2003-06-13 | 2009-11-11 | 株式会社Adeka | ローダミン化合物、これを含有してなるフィルム、画像表示用光学フィルター、色変換層ならびにそれを用いた色変換フィルタおよび色変換発光デバイス |
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Cited By (4)
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WO2016122117A1 (ko) * | 2015-01-27 | 2016-08-04 | 주식회사 엘지화학 | 금속 착체 및 이를 포함하는 색변환 필름 |
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WO2017155297A3 (ko) * | 2016-03-08 | 2018-08-02 | 주식회사 엘지화학 | 화합물 및 이를 포함하는 색변환 필름 |
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