JP2014082235A5 - - Google Patents
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- JP2014082235A5 JP2014082235A5 JP2012227360A JP2012227360A JP2014082235A5 JP 2014082235 A5 JP2014082235 A5 JP 2014082235A5 JP 2012227360 A JP2012227360 A JP 2012227360A JP 2012227360 A JP2012227360 A JP 2012227360A JP 2014082235 A5 JP2014082235 A5 JP 2014082235A5
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- light
- organometallic complex
- emitting element
- skeleton
- ions
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- 150000002500 ions Chemical class 0.000 claims 18
- 125000002524 organometallic group Chemical group 0.000 claims 18
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims 8
- 229910052741 iridium Inorganic materials 0.000 claims 6
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 6
- 239000003446 ligand Substances 0.000 claims 6
- 125000005331 diazinyl group Chemical group N1=NC(=CC=C1)* 0.000 claims 5
- 229910052786 argon Inorganic materials 0.000 claims 4
- 239000007789 gas Substances 0.000 claims 4
- 239000007788 liquid Substances 0.000 claims 4
- 238000004811 liquid chromatography Methods 0.000 claims 4
- 238000004949 mass spectrometry Methods 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 238000000926 separation method Methods 0.000 claims 4
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 claims 3
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 claims 3
- 238000001228 spectrum Methods 0.000 claims 2
- 150000002894 organic compounds Chemical class 0.000 claims 1
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 1
Claims (12)
液体クロマトグラフによる分離後の前記有機金属錯体に対して、アルゴンガスを３０ｅＶ以上１００ｅＶ以下のエネルギーで衝突させる、ポジティブモードの液体クロマトグラフ質量分析で、少なくともｍ／ｚ＝６９１付近にプロダクトイオンが検出される発光素子。 A light-emitting element having a light-emitting layer containing an organometallic complex between a pair of electrodes,
Product ion is detected at least in the vicinity of m / z = 691 by positive mode liquid chromatograph mass spectrometry in which argon gas is collided with energy of 30 eV to 100 eV against the organometallic complex after separation by liquid chromatography. Light emitting element.
一次イオンにＢｉ３ ＋＋を用い、前記一次イオンの照射量が８×１０１０ｉｏｎｓ／ｃｍ２以上１×１０１２ｉｏｎｓ／ｃｍ２以下である飛行時間二次イオン質量分析計で、前記有機金属錯体を測定した正イオンの定性スペクトルにおいて、少なくともｍ／ｚ＝６９１付近にプロダクトイオンが検出される発光素子。 A light-emitting element having a light-emitting layer containing an organometallic complex between a pair of electrodes,
In the time-of-flight secondary ion mass spectrometer using Bi 3 ++ as a primary ion, and the irradiation amount of the primary ion is 8 × 10 10 ions / cm 2 or more and 1 × 10 12 ions / cm 2 or less, the organometallic complex A light-emitting element in which product ions are detected at least in the vicinity of m / z = 691 in the qualitative spectrum of positive ions measured.
前記有機金属錯体は、ノルボルニル骨格、ジアジン骨格、及びフェニル骨格を含む配位子を少なくとも二つと、イリジウムと、を有する発光素子。 In claim 1 or 2,
The light-emitting element in which the organometallic complex includes at least two ligands including a norbornyl skeleton, a diazine skeleton, and a phenyl skeleton, and iridium.
液体クロマトグラフによる分離後の前記有機金属錯体に対して、アルゴンガスを３０ｅＶ以上１００ｅＶ以下のエネルギーで衝突させる、ポジティブモードの液体クロマトグラフ質量分析で、少なくともｍ／ｚ＝７７１付近にプロダクトイオンが検出される発光素子。 A light-emitting element having a light-emitting layer containing an organometallic complex between a pair of electrodes,
Product ion is detected at least in the vicinity of m / z = 771 in positive mode liquid chromatograph mass spectrometry in which argon gas is collided with energy of 30 eV to 100 eV against the organometallic complex after separation by liquid chromatography. Light emitting element.
前記有機金属錯体は、アダマンチル骨格、ジアジン骨格、及びフェニル骨格を含む配位子を少なくとも二つと、イリジウムと、を有する発光素子。 In claim 4 ,
The light-emitting element in which the organometallic complex includes at least two ligands including an adamantyl skeleton, a diazine skeleton, and a phenyl skeleton, and iridium.
前記有機金属錯体は、ノルボルニル骨格又はアダマンチル骨格、ジアジン骨格、及びフェニル骨格を含む配位子を少なくとも二つと、イリジウムと、を有し、
前記二つの配位子は、前記イリジウムとそれぞれ結合し、
前記有機金属錯体の分子量は、７００以上１４００以下である発光素子。 A light-emitting element having a light-emitting layer containing an organometallic complex between a pair of electrodes,
The organometallic complex has at least two ligands including norbornyl skeleton or adamantyl skeleton, diazine skeleton, and phenyl skeleton, and iridium,
The two ligands each bind to the iridium;
The light emitting element whose molecular weight of the said organometallic complex is 700-1400.
前記有機金属錯体は、一つのノルボルニル骨格又はアダマンチル骨格、一つのジアジン骨格、及び一つのフェニル骨格を含む配位子を少なくとも二つと、イリジウムと、を有し、
前記二つの配位子は、前記イリジウムとそれぞれ結合し、
前記有機金属錯体の分子量は、７００以上１４００以下である発光素子。 A light-emitting element having a light-emitting layer containing an organometallic complex between a pair of electrodes,
The organometallic complex has at least two ligands including one norbornyl skeleton or adamantyl skeleton, one diazine skeleton, and one phenyl skeleton, and iridium,
The two ligands each bind to the iridium;
The light emitting element whose molecular weight of the said organometallic complex is 700-1400.
液体クロマトグラフによる分離後の前記有機金属錯体に対して、アルゴンガスを３０ｅＶ以上１００ｅＶ以下のエネルギーで衝突させる、ポジティブモードの液体クロマトグラフ質量分析で、少なくともｍ／ｚ＝６９１付近にプロダクトイオンが検出される発光素子。 In claim 6 or 7 ,
Product ion is detected at least in the vicinity of m / z = 691 by positive mode liquid chromatograph mass spectrometry in which argon gas is collided with energy of 30 eV to 100 eV against the organometallic complex after separation by liquid chromatography. Light emitting element.
液体クロマトグラフによる分離後の前記有機金属錯体に対して、アルゴンガスを３０ｅＶ以上１００ｅＶ以下のエネルギーで衝突させる、ポジティブモードの液体クロマトグラフ質量分析で、少なくともｍ／ｚ＝７７１付近にプロダクトイオンが検出される発光素子。 In claim 6 or 7 ,
Product ion is detected at least in the vicinity of m / z = 771 in positive mode liquid chromatograph mass spectrometry in which argon gas is collided with energy of 30 eV to 100 eV against the organometallic complex after separation by liquid chromatography. Light emitting element.
一次イオンにＢｉ３ ＋＋を用い、前記一次イオンの照射量が８×１０１０ｉｏｎｓ／ｃｍ２以上１×１０１２ｉｏｎｓ／ｃｍ２以下である飛行時間二次イオン質量分析計で、前記有機金属錯体を測定した正イオンの定性スペクトルにおいて、少なくともｍ／ｚ＝６９１付近にプロダクトイオンが検出される発光素子。 In claim 6 or 7 ,
In the time-of-flight secondary ion mass spectrometer using Bi 3 ++ as a primary ion, and the irradiation amount of the primary ion is 8 × 10 10 ions / cm 2 or more and 1 × 10 12 ions / cm 2 or less, the organometallic complex A light-emitting element in which product ions are detected at least in the vicinity of m / z = 691 in the qualitative spectrum of positive ions measured.
前記ジアジン骨格は、ピリミジン骨格である発光素子。 In any one of Claims 6 thru | or 10 ,
The light-emitting element in which the diazine skeleton is a pyrimidine skeleton.
前記発光層は、前記有機金属錯体を分散させる有機化合物を含む発光素子。 In any one of Claims 1 thru | or 11 ,
The light emitting layer is a light emitting element including an organic compound in which the organometallic complex is dispersed.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012227360A JP2014082235A (en) | 2012-10-12 | 2012-10-12 | Light-emitting element |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012227360A JP2014082235A (en) | 2012-10-12 | 2012-10-12 | Light-emitting element |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2014082235A JP2014082235A (en) | 2014-05-08 |
| JP2014082235A5 true JP2014082235A5 (en) | 2015-10-29 |
Family
ID=50786197
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012227360A Withdrawn JP2014082235A (en) | 2012-10-12 | 2012-10-12 | Light-emitting element |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2014082235A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7030781B2 (en) | 2016-07-25 | 2022-03-07 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | Use of metal complexes as illuminants in organic electroluminescence devices |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20150130224A (en) * | 2014-05-13 | 2015-11-23 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | Light-emitting element, light-emitting device, display device, electronic device, and lighting device |
| DE102014210676A1 (en) * | 2014-06-05 | 2015-12-17 | Siemens Aktiengesellschaft | Sequential functionalization of phosphorescent emitter layers |
| US10672996B2 (en) | 2015-09-03 | 2020-06-02 | Universal Display Corporation | Organic electroluminescent materials and devices |
| US20170092880A1 (en) | 2015-09-25 | 2017-03-30 | Universal Display Corporation | Organic electroluminescent materials and devices |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009040728A (en) * | 2007-08-09 | 2009-02-26 | Canon Inc | Organometallic complex and organic light-emitting element using the same |
| JP5596966B2 (en) * | 2009-12-08 | 2014-09-24 | キヤノン株式会社 | Novel iridium complex and organic light emitting device having the same |
| WO2012137693A1 (en) * | 2011-04-07 | 2012-10-11 | Semiconductor Energy Laboratory Co., Ltd. | Light-emitting element |
-
2012
- 2012-10-12 JP JP2012227360A patent/JP2014082235A/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7030781B2 (en) | 2016-07-25 | 2022-03-07 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | Use of metal complexes as illuminants in organic electroluminescence devices |
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