JP2008504371A5 - - Google Patents
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- JP2008504371A5 JP2008504371A5 JP2007527757A JP2007527757A JP2008504371A5 JP 2008504371 A5 JP2008504371 A5 JP 2008504371A5 JP 2007527757 A JP2007527757 A JP 2007527757A JP 2007527757 A JP2007527757 A JP 2007527757A JP 2008504371 A5 JP2008504371 A5 JP 2008504371A5
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- 230000027455 binding Effects 0.000 claims description 29
- 239000003446 ligand Substances 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 12
- 229910052762 osmium Inorganic materials 0.000 claims description 5
- -1 polyphenylene Polymers 0.000 claims description 5
- 229910052737 gold Inorganic materials 0.000 claims description 4
- 229910052763 palladium Inorganic materials 0.000 claims description 4
- 229910052702 rhenium Inorganic materials 0.000 claims description 4
- 229910052703 rhodium Inorganic materials 0.000 claims description 4
- 229910052707 ruthenium Inorganic materials 0.000 claims description 4
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 229920000265 Polyparaphenylene Polymers 0.000 claims description 2
- 125000004450 alkenylene group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000004419 alkynylene group Chemical group 0.000 claims description 2
- 125000000129 anionic group Chemical group 0.000 claims description 2
- 229920000547 conjugated polymer Polymers 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims description 2
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims description 2
- 125000004474 heteroalkylene group Chemical group 0.000 claims description 2
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 claims description 2
- 229920000548 poly(silane) polymer Polymers 0.000 claims description 2
- 229920000767 polyaniline Polymers 0.000 claims description 2
- 229920000412 polyarylene Polymers 0.000 claims description 2
- 229920002098 polyfluorene Polymers 0.000 claims description 2
- 229920000123 polythiophene Polymers 0.000 claims description 2
- 230000003381 solubilizing Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 150000003513 tertiary aromatic amines Chemical class 0.000 claims description 2
- WHKZBVQIMVUGIH-UHFFFAOYSA-M 2-carboxyquinolin-3-olate Chemical compound C1=CC=C2C=C([O-])C(C(=O)O)=NC2=C1 WHKZBVQIMVUGIH-UHFFFAOYSA-M 0.000 description 4
- 0 CC*(c1c(C(C)=C)c(C2(CC3)C33*4c-5ccc(*)c4C3)c2c-5c1)=C Chemical compound CC*(c1c(C(C)=C)c(C2(CC3)C33*4c-5ccc(*)c4C3)c2c-5c1)=C 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000004404 heteroalkyl group Chemical group 0.000 description 3
- 125000001072 heteroaryl group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 125000004428 fluoroalkoxy group Chemical group 0.000 description 2
- 125000003709 fluoroalkyl group Chemical group 0.000 description 2
- 125000004407 fluoroaryl group Chemical group 0.000 description 2
- 125000004405 heteroalkoxy group Chemical group 0.000 description 2
- 125000005553 heteroaryloxy group Chemical group 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
- 229960001860 salicylate Drugs 0.000 description 2
- ROFVEXUMMXZLPA-UHFFFAOYSA-N 2,2'-bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 1
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-Phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 1
- OXPDQFOKSZYEMJ-UHFFFAOYSA-N 2-phenylpyrimidine Chemical compound C1=CC=CC=C1C1=NC=CC=N1 OXPDQFOKSZYEMJ-UHFFFAOYSA-N 0.000 description 1
- FSEXLNMNADBYJU-UHFFFAOYSA-N 2-phenylquinoline Chemical compound C1=CC=CC=C1C1=CC=C(C=CC=C2)C2=N1 FSEXLNMNADBYJU-UHFFFAOYSA-N 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 125000005418 aryl aryl group Chemical group 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 125000001207 fluorophenyl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
Description
追加で、材料、方法、および実施例は、単なる例示であり限定的であることは意図しない。個別の実施形態のコンテクストにおいて、明確性のために以上および以下に記載した本発明の一定の特質はまた、単一実施形態において組み合わされて提供され得ることが、評価されるべきである。逆に、簡潔さのために単一実施形態のコンテクストにおいて記載された本発明の種々の特質はまた、別個にまたはいずれかの副次的な組み合わせで提供され得る。さらに、範囲中に規定された値への参照は、その範囲内の各およびすべての値を包含する。
以下に、本発明の好ましい態様を示す。
１． 式Ｉ、式ＩＩ、または式ＩＩＩ
Ｌ1はアリール−Ｎ−複素環配位子およびヘテロアリール−Ｎ−複素環配位子から選択され、
Ｌ2はアニオン性配位子であり、
Ｌ3はノニオン性配位子であり、
Ｌ4はＬ1およびＬ2から選択され、
ＭはＲｅ、Ｒｕ、Ｏｓ、Ｒｈ、Ｉｒ、Ｐｄ、ＰｔおよびＡｕから選択される金属であり、
ＦＷは少なくとも２個の（Ｌ4−Ｙe）基を担持可能な部分であり、
Ｙはアルキレン、ヘテロアルキレン、アルケニレン、ヘテロアルケニレンおよびアルキニレンから選択される基であり、
ａは１および２から選択され、
ｂは０および１から選択され、
ｃは０、１および２から選択され、
ｄは１から８の整数から選択され、
ｅは０および１から選択され、
ｆは０および１から選択され、
ｇは１から４の整数から選択され、および
ｈは１および２から選択され、
ただし、ａ、ｂ、およびｃは、ＭがＡｕ、Ｐｄ、またはＰｔであるとき金属は４配位であり、およびＭがＲｅ、Ｒｕ、Ｏｓ、ＲｈまたはＩｒであるとき金属は６配位であるよう選択され、ならびに
ただし、ｆ＝０であるとき、ｅ＝０であり、および少なくとも１個の置換基Ｒ1が少なくとも１個の配位子にあり、ここでＲ1は溶剤可溶化性である）
から選択される式を有する化合物を含む少なくとも１つの層を含むことを特徴とする有機電子素子。
２． ＭがＯｓ、Ｉｒ、およびＰｔから選択されることを特徴とする１．に記載の素子。
３． Ｌ1がフェニル−ピリジン、フェニル−ピリミジン、フェニル−キノリン、ビピリジン、およびチエニル−ピリジンから選択されることを特徴とする１．に記載の素子。
４． 式Ｉを有し、ａ＝２、ｂ＝０、ｃ＝０であり、およびＬ4が二座モノアニオン性配位子であることを特徴とする１．に記載の素子。
５． Ｌ4が、β−エノレート配位子、β−エノレート配位子のＮアナログ、β−エノレート配位子のＳアナログ、アミノカルボキシレート配位子、イミノカルボキシレート配位子、サリチレート配位子、ヒドロキシキノリネート配位子、ヒドロキシキノリネート配位子のＳアナログおよびフォスフィノアルコキシド配位子から選択されることを特徴とする４．に記載の素子。
６． アリールまたはヘテロアリール環に少なくとも１個のＲ1置換基があり、およびＲ1がアルキル、フルオロアルキル、アリール、フルオロアリール、アルキルアリール、アルコキシ、アリールオキシ、フルオロアルコキシ、フルオロアリールオキシ、ヘテロアルキル、フルオロヘテロアルキル、ヘテロアリール、フルオロヘテロアリール、ヘテロアルキルアリール、ヘテロアルコキシ、ヘテロアリールオキシ、フルオロヘテロアルコキシ、およびフルオロヘテロアリールオキシから選択されることを特徴とする１．に記載の素子。
７． 式Ｉを有し、ｅ＝０、ｆ＝０であり、およびＲ1がアルキル、フルオロアルキル、アリール、フルオロアリール、アルキルアリール、アルコキシ、アリールオキシ、フルオロアルコキシ、フルオロアリールオキシ、ヘテロアルキル、フルオロヘテロアルキル、ヘテロアリール、フルオロヘテロアリール、ヘテロアルキルアリール、ヘテロアルコキシ、ヘテロアリールオキシ、フルオロヘテロアルコキシ、およびフルオロヘテロアリールオキシから選択されることを特徴とする１．に記載の素子。
８． Ｒ1がフェニル、フルオロフェニル、アルキルフェニル、フルオロアルキルフェニル、アルコキシフェニル、およびフルオロアルコキシフェニルから選択されることを特徴とする７．に記載の素子。
９． ａ＝２、ｂ＝０、ｃ＝０、およびＬ4＝Ｌ1であることを特徴とする７．に記載の素子。
１０． ａ＝２、ｂ＝０、ｃ＝０であり、およびＬ4が、β−エノレート配位子、β−エノレート配位子のＮアナログ、β−エノレート配位子のＳアナログ、アミノカルボキシレート配位子、イミノカルボキシレート配位子、サリチレート配位子、ヒドロキシキノリネート配位子、ヒドロキシキノリネート配位子のＳアナログ、およびフォスフィノアルコキシド配位子から選択されることを特徴とする７．に記載の素子。
１１． 前記少なくとも１つの層が発光層であることを特徴とする１．に記載の素子。
１２． 前記発光層は希釈剤をさらに含むことを特徴とする１．に記載の素子。
１３． 前記希釈剤は高分子あるいは低分子材料、またはそれらの混合物を含むことを特徴とする１２．に記載の素子。
１４．
１５．
１６．
１７． １４．に記載の化合物を含む少なくとも１つの層を含むことを特徴とする有機電子素子。
１８． １５．に記載の化合物を含む少なくとも１つの層を含むことを特徴とする有機電子素子。
１９． １６．に記載の化合物を含む少なくとも１つの層を含むことを特徴とする有機電子素子。
２０． １．に記載の化合物の少なくとも一種を含むことを特徴とする組成物。
２１． ホストをさらに含むことを特徴とする２０．に記載の組成物。
２２． 前記ホストは、ポリ（Ｎ−ビニルカルバゾール）、共役ポリマー、ポリシラン、第３級芳香族アミン、およびそれらの混合物から選択されることを特徴とする２１．に記載の組成物。
２３． 前記ホストがポリアリーレンビニレン、ポリフルオレン、ポリオキサジアゾール、ポリアニリン、ポリチオフェン、ポリフェニレン、それらのコポリマー、およびそれらの混合物から選択されることを特徴とする２０．に記載の組成物。
In addition, the materials, methods, and examples are illustrative only and not intended to be limiting. In the context of individual embodiments, it should be appreciated that certain features of the invention described above and below for clarity may also be provided in combination in a single embodiment. Conversely, the various features of the invention described in the context of a single embodiment for the sake of brevity may also be provided separately or in any subcombination. Further, references to values specified in the range include each and every value within that range.
Below, the preferable aspect of this invention is shown.
1. Formula I, Formula II, or Formula III
L 1 is selected from aryl-N-heterocyclic ligands and heteroaryl-N-heterocyclic ligands;
L 2 is an anionic ligand,
L 3 is a nonionic ligand,
L 4 is selected from L 1 and L 2
M is a metal selected from Re, Ru, Os, Rh, Ir, Pd, Pt and Au;
FW is a moiety capable of supporting at least two (L 4 —Y e ) groups;
Y is a group selected from alkylene, heteroalkylene, alkenylene, heteroalkenylene and alkynylene;
a is selected from 1 and 2,
b is selected from 0 and 1;
c is selected from 0, 1 and 2;
d is selected from an integer from 1 to 8;
e is selected from 0 and 1;
f is selected from 0 and 1,
g is selected from an integer from 1 to 4, and h is selected from 1 and 2,
Provided that a, b, and c are tetracoordinate when M is Au, Pd, or Pt, and hexacoordinate when M is Re, Ru, Os, Rh, or Ir. And when f = 0, e = 0 and at least one substituent R 1 is in at least one ligand, where R 1 is solvent solubilizing Is)
An organic electronic device comprising at least one layer comprising a compound having a formula selected from:
2. 1. M is selected from Os, Ir, and Pt The device described in 1.
3. 1. L 1 is selected from phenyl-pyridine, phenyl-pyrimidine, phenyl-quinoline, bipyridine, and thienyl-pyridine. The device described in 1.
4). 1. having the formula I, a = 2, b = 0, c = 0, and L 4 is a bidentate monoanionic ligand The device described in 1.
5. L 4 is a β-enolate ligand, an N analog of a β-enolate ligand, an S analog of a β-enolate ligand, an aminocarboxylate ligand, an iminocarboxylate ligand, a salicylate ligand, 3. selected from hydroxyquinolinate ligands, S analogs of hydroxyquinolinate ligands and phosphinoalkoxide ligands The device described in 1.
6). There is at least one R 1 substituent on the aryl or heteroaryl ring, and R 1 is alkyl, fluoroalkyl, aryl, fluoroaryl, alkylaryl, alkoxy, aryloxy, fluoroalkoxy, fluoroaryloxy, heteroalkyl, fluoro 1. selected from heteroalkyl, heteroaryl, fluoroheteroaryl, heteroalkylaryl, heteroalkoxy, heteroaryloxy, fluoroheteroalkoxy, and fluoroheteroaryloxy The device described in 1.
7). Having formula I, e = 0, f = 0, and R 1 is alkyl, fluoroalkyl, aryl, fluoroaryl, alkylaryl, alkoxy, aryloxy, fluoroalkoxy, fluoroaryloxy, heteroalkyl, fluorohetero 1. selected from alkyl, heteroaryl, fluoroheteroaryl, heteroalkylaryl, heteroalkoxy, heteroaryloxy, fluoroheteroalkoxy, and fluoroheteroaryloxy The device described in 1.
8). 6. R 1 is selected from phenyl, fluorophenyl, alkylphenyl, fluoroalkylphenyl, alkoxyphenyl, and fluoroalkoxyphenyl The device described in 1.
9. 6. a = 2, b = 0, c = 0, and L 4 = L 1 The device described in 1.
10. a = 2, b = 0, c = 0, and L 4 is β-enolate ligand, N analog of β-enolate ligand, S analog of β-enolate ligand, aminocarboxylate coordination Selected from ligands, iminocarboxylate ligands, salicylate ligands, hydroxyquinolinate ligands, S analogs of hydroxyquinolinate ligands, and phosphinoalkoxide ligands 7). The device described in 1.
11. The at least one layer is a light emitting layer. The device described in 1.
12 The light emitting layer further includes a diluent. The device described in 1.
13. 11. The diluent includes a high molecular or low molecular material, or a mixture thereof. The device described in 1.
14
15.
16.
17. 14 An organic electronic device comprising at least one layer containing the compound described in 1.
18. 15. An organic electronic device comprising at least one layer containing the compound described in 1.
19. 16. An organic electronic device comprising at least one layer containing the compound described in 1.
20. 1. A composition comprising at least one compound described in 1.
21. 20. further comprising a host; A composition according to 1.
22. 20. The host is selected from poly (N-vinylcarbazole), conjugated polymer, polysilane, tertiary aromatic amine, and mixtures thereof. A composition according to 1.
23. 20. The host is selected from polyarylene vinylene, polyfluorene, polyoxadiazole, polyaniline, polythiophene, polyphenylene, copolymers thereof, and mixtures thereof. A composition according to 1.
Claims (7)
Ｌ 1 はアリール−Ｎ−複素環配位子およびヘテロアリール−Ｎ−複素環配位子から選択され、
Ｌ 2 はアニオン性配位子であり、
Ｌ 3 はノニオン性配位子であり、
Ｌ 4 はＬ 1 およびＬ 2 から選択され、
ＭはＲｅ、Ｒｕ、Ｏｓ、Ｒｈ、Ｉｒ、Ｐｄ、ＰｔおよびＡｕから選択される金属であり、
ＦＷは少なくとも２個の（Ｌ 4 −Ｙ e ）基を担持可能な部分であり、
Ｙはアルキレン、ヘテロアルキレン、アルケニレン、ヘテロアルケニレンおよびアルキニレンから選択される基であり、
ａは１および２から選択され、
ｂは０および１から選択され、
ｃは０、１および２から選択され、
ｄは１から８の整数から選択され、
ｅは０および１から選択され、
ｆは０および１から選択され、
ｇは１から４の整数から選択され、および
ｈは１および２から選択され、
ただし、ａ、ｂ、およびｃは、ＭがＡｕ、Ｐｄ、またはＰｔであるとき金属は４配位であり、およびＭがＲｅ、Ｒｕ、Ｏｓ、ＲｈまたはＩｒであるとき金属は６配位であるよう選択され、ならびに
ただし、ｆ＝０であるとき、ｅ＝０であり、および少なくとも１個の置換基Ｒ 1 が少なくとも１個の配位子にあり、ここでＲ 1 は溶剤可溶化性である）
から選択される式を有する化合物の少なくとも一種を含むことを特徴とする組成物。 Formula I, Formula II, or Formula III
L 1 is selected from aryl-N-heterocyclic ligands and heteroaryl-N-heterocyclic ligands;
L 2 is an anionic ligand,
L 3 is a nonionic ligand,
L 4 is selected from L 1 and L 2
M is a metal selected from Re, Ru, Os, Rh, Ir, Pd, Pt and Au;
FW is a moiety capable of supporting at least two (L 4 —Y e ) groups;
Y is a group selected from alkylene, heteroalkylene, alkenylene, heteroalkenylene and alkynylene;
a is selected from 1 and 2,
b is selected from 0 and 1;
c is selected from 0, 1 and 2;
d is selected from an integer from 1 to 8;
e is selected from 0 and 1;
f is selected from 0 and 1,
g is selected from an integer from 1 to 4, and
h is selected from 1 and 2;
Where a, b, and c are tetracoordinate when M is Au, Pd, or Pt, and the metal is hexacoordinate when M is Re, Ru, Os, Rh, or Ir. Selected to be, as well as
Provided that when f = 0, e = 0 and at least one substituent R 1 is in at least one ligand, where R 1 is solvent solubilizing)
A composition comprising at least one compound having a formula selected from:
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US54559604P | 2004-06-09 | 2004-06-09 | |
| US60/545,596 | 2004-06-09 | ||
| PCT/US2005/020412 WO2005124889A1 (en) | 2004-06-09 | 2005-06-08 | Organometallic compounds and devices made with such compounds |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012009928A Division JP2012107030A (en) | 2004-06-09 | 2012-01-20 | Organometallic compound and device made with such compound |
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| Publication Number | Publication Date |
|---|---|
| JP2008504371A JP2008504371A (en) | 2008-02-14 |
| JP2008504371A5 true JP2008504371A5 (en) | 2008-07-31 |
| JP4934035B2 JP4934035B2 (en) | 2012-05-16 |
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| JP2007527757A Expired - Fee Related JP4934035B2 (en) | 2004-06-09 | 2005-06-08 | Organometallic compounds and devices formed with such compounds |
| JP2012009928A Pending JP2012107030A (en) | 2004-06-09 | 2012-01-20 | Organometallic compound and device made with such compound |
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| JP2012009928A Pending JP2012107030A (en) | 2004-06-09 | 2012-01-20 | Organometallic compound and device made with such compound |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP1754267A1 (en) |
| JP (2) | JP4934035B2 (en) |
| KR (2) | KR101233855B1 (en) |
| WO (2) | WO2005124890A1 (en) |
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| US7709100B2 (en) * | 2004-07-07 | 2010-05-04 | Universal Display Corporation | Electroluminescent efficiency |
| JP5723083B2 (en) | 2005-03-15 | 2015-05-27 | イシス イノベイション リミテッド | Multi-branch dendrimer |
| US8218615B2 (en) | 2005-03-29 | 2012-07-10 | Qualcomm Incorporated | Method and apparatus for block-wise decision-feedback equalization for wireless communication |
| JP4801928B2 (en) * | 2005-04-25 | 2011-10-26 | 富士フイルム株式会社 | Organic electroluminescence device |
| US7851072B2 (en) | 2005-05-19 | 2010-12-14 | Universal Display Corporation | Stable and efficient electroluminescent materials |
| GB0600249D0 (en) | 2006-01-06 | 2006-02-15 | Isis Innovation | Branched compounds and their use in sensors |
| JP5145652B2 (en) * | 2006-05-12 | 2013-02-20 | 三菱化学株式会社 | Organic compound, charge transport material, composition for organic electroluminescence device, and organic electroluminescence device |
| US8778508B2 (en) | 2006-12-08 | 2014-07-15 | Universal Display Corporation | Light-emitting organometallic complexes |
| CN105153235B (en) * | 2007-03-08 | 2019-05-10 | 通用显示公司 | Phosphor material |
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| US9130177B2 (en) | 2011-01-13 | 2015-09-08 | Universal Display Corporation | 5-substituted 2 phenylquinoline complexes materials for light emitting diode |
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| US20020121638A1 (en) * | 2000-06-30 | 2002-09-05 | Vladimir Grushin | Electroluminescent iridium compounds with fluorinated phenylpyridines, phenylpyrimidines, and phenylquinolines and devices made with such compounds |
| JP4067286B2 (en) * | 2000-09-21 | 2008-03-26 | 富士フイルム株式会社 | Light emitting device and iridium complex |
| KR100865096B1 (en) * | 2000-11-30 | 2008-10-24 | 캐논 가부시끼가이샤 | Luminescent Element and Display |
| EP1366113B1 (en) * | 2001-02-20 | 2011-04-13 | Isis Innovation Limited | Metal-containing dendrimers |
| JP4438042B2 (en) * | 2001-03-08 | 2010-03-24 | キヤノン株式会社 | Metal coordination compound, electroluminescent element and display device |
| EP1491074B1 (en) * | 2002-03-18 | 2017-07-26 | Oxford University Innovation Limited | Phosphorescent dendrimers for use in light-emitting devices |
| TWI277617B (en) * | 2002-03-26 | 2007-04-01 | Sumitomo Chemical Co | Metal complexes and organic electro luminescence elements |
| AU2003231528A1 (en) * | 2002-04-26 | 2003-11-10 | Nippon Hoso Kyokai | Phosphorescent polymer compound, light emitting material and organic electroluminescent (el) device using the compound |
| JP2003321546A (en) * | 2002-04-26 | 2003-11-14 | Nippon Hoso Kyokai <Nhk> | Phosphorescent polymer compound and light-emitting material and organic el element using the same |
| EP1534799A4 (en) * | 2002-08-16 | 2008-02-27 | Univ Southern California | Organic light emitting materials and devices |
| DE10238903A1 (en) * | 2002-08-24 | 2004-03-04 | Covion Organic Semiconductors Gmbh | New heteroaromatic rhodium and iridium complexes, useful in electroluminescent and/or phosphorescent devices as the emission layer and for use in solar cells, photovoltaic devices and organic photodetectors |
| GB0219987D0 (en) * | 2002-08-28 | 2002-10-09 | Isis Innovation | Intramolecular interactions in organometallics |
| GB0220080D0 (en) * | 2002-08-29 | 2002-10-09 | Isis Innovation | Blended dendrimers |
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2005
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- 2005-06-08 JP JP2007527757A patent/JP4934035B2/en not_active Expired - Fee Related
- 2005-06-08 EP EP05759481A patent/EP1754267A1/en not_active Withdrawn
- 2005-06-08 WO PCT/US2005/020412 patent/WO2005124889A1/en not_active Application Discontinuation
- 2005-06-08 KR KR1020127010762A patent/KR101233855B1/en active IP Right Grant
- 2005-06-08 KR KR1020067025982A patent/KR101292376B1/en not_active IP Right Cessation
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2012
- 2012-01-20 JP JP2012009928A patent/JP2012107030A/en active Pending
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