JP2005525452A - ポリマー及びその製造方法 - Google Patents
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- DKUKNSDTTGDOOX-UHFFFAOYSA-N C[AlH]N([AlH2])[AlH]N([AlH2])[AlH]C Chemical compound C[AlH]N([AlH2])[AlH]N([AlH2])[AlH]C DKUKNSDTTGDOOX-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
2,7−ジブロモフルオレン
1H NMR(CDCl3)7.73(2H,d,J2.0),7.61(2H,dd,J7.6,2.0),7.36(2H,d,J8.0);13C NMR(CDCl3)142.3,137.5,135.3,127.9,123.3,121.8,109.8
1H NMR((CD3)2CO)8.00(1H,d,J2.0),7.77(1H,dd,J8.0,2.4),7.57(2H,d,J8.0),7.34(1H,d,J8.4),7.29(2H,d,J8.8);13C NMR((CD3)2CO)167.1,140.4,139.8,133.5,132.8,132.7,131.2,130.6,121.4,121.1
1H NMR(CDCl3)7.99(1H,d,J2.0),7.64(1H,dd,J8.0,1.6),7.64(1H,dd,J8.0,1.6),7.51(2H,d,J8.4),7.19(1H,d,J8.8);7.13(2H,d,J8.8),3.67(3H,s);13C NMR((CD3)2CO)167.1,140.3,139.1,134.4,132.9,132.1,132.0,131.3,129.9,121.5,52.3;GCMS:M+=370
GC−MS(m/z,相対強度%)494(M+,100);1H NMR(CDCl3)7.43(1H,dd,J8.4,2.4),7.28(6H,m),7.23(2H,d,J8.0),7.11(4H,m),6.99(1H,d,J2.4),6.94(1H,d,J8.4),6.61(2H,d,J8.4);13C NMR(CDCL3)147.5,146.7,140.3,139.3,134.0,133.0,131.2,131.1,130.3,128.2,128.1,127.8,121.6,121.3,83.2.
1H NMR(CDCl3)δ/ppm:7.58(2H,d,J7.6),7.49(2H,d,1.2),7.48(2H,dd,1.6),7.25(6H,m),7.14(4H,m),
13C NMR(CDCL3)δ/ppm:153.2,144.6,138.3,131.1,129.6,128.7,128.2,127.4,122.0,121.7,65.8
下記の表1に示されるAr基を有するモノマーが上記のスキーム及び一般的な実験プロセスに沿って製造された。表に示されるAr基に対応するアリールリチウム化合物が対応するアリール臭化物から製造された。
本発明の青色冷光放射性ポリマーが、9,9−ジ−n−オクチルフルオレン−2,7−ジ(エチレニルボロネート)(0.5価)、2,7−ジブロモ−9,9−ジフェニルフルオレン(0.35価)及びN,N’−ジ(4−ブロモフェニル)−N,N’−ジ(4−n−ブチルフェニル)−1,4−ジアミノベンゼン(0.15価)の反応によってポリマーP1を得るよるWO00/53656に沿って製造された。
ガラス基板(Applied Films, Colorado,USA)に支持されたインジウム錫酸化物上に、PEDT/PSS(登録商標BaytronPとしてBayer社から入手可)がスピンココートによって蒸着された。ポリマーP1層がキシレン溶液からスピンコトーによってPEDT/PSS上に蒸着された。ポリマーP1上には、フッ化リチウムの第1層、カルシムの第2層及びアルミニウムキャップ層の第3層が蒸着された。
2 アノード
3 発光ポリマー層
4 カソード
Claims (18)
- 第3の繰り返し単位が存在しない請求項1又は2に記載のポリマー。
- 前記Rが、選択的に置換されるアルキル又はアルコキシから選ばれる請求項4に記載のポリマー。
- 前記Rが、水素又はブチルである請求項4に記載のポリマー。
- 前記各R’が、選択的に置換されるアルキル又はアルコキシから選ばれる請求項1ないし6のいずれかに記載のポリマー。
- R’がn−ブチルである請求項7に記載のポリマー。
- 50%以下の前記繰返し単位(I)を含む請求項1ないし8のいずれかに記載のポリマー。
- 30%以下の前記繰返し単位(II)を含む請求項1ないし9のいずれかに記載のポリマー。
- 10%以下の前記繰返し単位(II)を含む請求項1ないし10のいずれかに記載のポリマー。
- 選択的に置換される9,9−ジアルキル又は9,9−ジアルコキシ−2,7−フルオレニルから選ばれる追加の繰り返し単位を含む請求項1ないし11のいずれかに記載のポリマー。
- 前記追加の繰り返し単位が9,9−ジ(n−オクチル)フルオレンである請求項12に記載のポリマー。
- 10〜40モル%の前記繰返し単位(I)を含む請求項9に記載のポリマー。
- 波長範囲400〜500nm、最も好ましくは430〜500nmの光を放射できる請求項1ないし14のいずれかに記載のポリマー。
- 正の電荷輸送体を注入する第1電極、負の電荷輸送体を注入する第2電極、及び請求項1ないし15のいずれかに記載のポリマーを含む大電極と第2電極の間に位置する層を有する光学装置。
- 冷光放射装置である請求項16に記載の光学装置。
- 前記請求項1ないし15のいずれかに記載のポリマーが冷光放射性領域における半導体ポリマーである請求項17に記載の光学装置。
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
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GBPCT/GB02/02167 | 2002-05-10 | ||
PCT/GB2002/002179 WO2002092724A1 (en) | 2001-05-11 | 2002-05-10 | Substituted fluorene polymers, their preparation and uses |
GBPCT/GB02/02179 | 2002-05-10 | ||
PCT/GB2002/002167 WO2002092723A1 (en) | 2001-05-11 | 2002-05-10 | Substituted fluorene polymers, their preparation and use in optical devices |
GBGB0226937.1A GB0226937D0 (en) | 2002-11-19 | 2002-11-19 | Polymers their preparation and uses |
GB0226937.1 | 2002-11-19 | ||
GBGB0306410.2A GB0306410D0 (en) | 2003-03-20 | 2003-03-20 | Polymers, their preparation and uses |
GB0306410.2 | 2003-03-20 | ||
PCT/GB2003/001991 WO2003095586A1 (en) | 2002-05-10 | 2003-05-09 | Polymers their preparation and uses |
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JP2009160340A Division JP2009263679A (ja) | 2002-05-10 | 2009-07-07 | ポリマー及びその製造方法 |
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JP2005525452A true JP2005525452A (ja) | 2005-08-25 |
JP5069401B2 JP5069401B2 (ja) | 2012-11-07 |
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JP2009160340A Pending JP2009263679A (ja) | 2002-05-10 | 2009-07-07 | ポリマー及びその製造方法 |
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US (1) | US7696303B2 (ja) |
EP (1) | EP1504075B1 (ja) |
JP (2) | JP5069401B2 (ja) |
KR (1) | KR100946005B1 (ja) |
CN (1) | CN1325600C (ja) |
AU (1) | AU2003233887A1 (ja) |
WO (1) | WO2003095586A1 (ja) |
Cited By (5)
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JP2005272834A (ja) * | 2004-02-26 | 2005-10-06 | Sumitomo Chemical Co Ltd | 高分子化合物およびそれを用いた高分子発光素子 |
WO2007142252A1 (ja) * | 2006-05-31 | 2007-12-13 | Sumitomo Chemical Company, Limited | 高分子化合物および高分子発光素子 |
JP2007321023A (ja) * | 2006-05-31 | 2007-12-13 | Sumitomo Chemical Co Ltd | 高分子発光素子及び有機トランジスタ並びにそれらに有用な組成物 |
JP2008536324A (ja) * | 2005-04-15 | 2008-09-04 | ケンブリッジ ディスプレイ テクノロジー リミテッド | パルス駆動されるディスプレー |
JP2011195829A (ja) * | 2010-02-25 | 2011-10-06 | Sumitomo Chemical Co Ltd | ベンゾフルオランテン系高分子化合物 |
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-
2003
- 2003-05-09 KR KR1020047018042A patent/KR100946005B1/ko active IP Right Grant
- 2003-05-09 US US10/514,137 patent/US7696303B2/en not_active Expired - Lifetime
- 2003-05-09 CN CNB038133113A patent/CN1325600C/zh not_active Expired - Fee Related
- 2003-05-09 JP JP2004503581A patent/JP5069401B2/ja not_active Expired - Fee Related
- 2003-05-09 AU AU2003233887A patent/AU2003233887A1/en not_active Abandoned
- 2003-05-09 WO PCT/GB2003/001991 patent/WO2003095586A1/en active Application Filing
- 2003-05-09 EP EP03727649.0A patent/EP1504075B1/en not_active Expired - Lifetime
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2009
- 2009-07-07 JP JP2009160340A patent/JP2009263679A/ja active Pending
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005272834A (ja) * | 2004-02-26 | 2005-10-06 | Sumitomo Chemical Co Ltd | 高分子化合物およびそれを用いた高分子発光素子 |
JP2008536324A (ja) * | 2005-04-15 | 2008-09-04 | ケンブリッジ ディスプレイ テクノロジー リミテッド | パルス駆動されるディスプレー |
WO2007142252A1 (ja) * | 2006-05-31 | 2007-12-13 | Sumitomo Chemical Company, Limited | 高分子化合物および高分子発光素子 |
JP2007321023A (ja) * | 2006-05-31 | 2007-12-13 | Sumitomo Chemical Co Ltd | 高分子発光素子及び有機トランジスタ並びにそれらに有用な組成物 |
GB2451613A (en) * | 2006-05-31 | 2009-02-04 | Sumitomo Chemical Co | Polymer compound and polymer light-emitting device |
GB2451613B (en) * | 2006-05-31 | 2011-08-24 | Sumitomo Chemical Co | Polymer compound and polymer light-emitting device |
CN101454372B (zh) * | 2006-05-31 | 2012-05-02 | 住友化学株式会社 | 高分子化合物和高分子发光元件 |
JP2011195829A (ja) * | 2010-02-25 | 2011-10-06 | Sumitomo Chemical Co Ltd | ベンゾフルオランテン系高分子化合物 |
Also Published As
Publication number | Publication date |
---|---|
CN1659253A (zh) | 2005-08-24 |
EP1504075B1 (en) | 2013-08-07 |
KR20040106503A (ko) | 2004-12-17 |
US7696303B2 (en) | 2010-04-13 |
JP5069401B2 (ja) | 2012-11-07 |
WO2003095586A1 (en) | 2003-11-20 |
CN1325600C (zh) | 2007-07-11 |
US20050209422A1 (en) | 2005-09-22 |
KR100946005B1 (ko) | 2010-03-09 |
AU2003233887A1 (en) | 2003-11-11 |
EP1504075A1 (en) | 2005-02-09 |
JP2009263679A (ja) | 2009-11-12 |
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