JP2017114908A5 - - Google Patents
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- JP2017114908A5 JP2017114908A5 JP2017049563A JP2017049563A JP2017114908A5 JP 2017114908 A5 JP2017114908 A5 JP 2017114908A5 JP 2017049563 A JP2017049563 A JP 2017049563A JP 2017049563 A JP2017049563 A JP 2017049563A JP 2017114908 A5 JP2017114908 A5 JP 2017114908A5
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- JP
- Japan
- Prior art keywords
- luminescent material
- group
- material according
- deuterium
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000463 material Substances 0.000 claims 16
- -1 amino, silyl Chemical group 0.000 claims 7
- YZCKVEUIGOORGS-OUBTZVSYSA-N deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims 7
- 229910052805 deuterium Inorganic materials 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000004104 aryloxy group Chemical group 0.000 claims 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 3
- XFXPMWWXUTWYJX-UHFFFAOYSA-N cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 claims 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 150000004820 halides Chemical class 0.000 claims 3
- 125000004404 heteroalkyl group Chemical group 0.000 claims 3
- 150000002825 nitriles Chemical class 0.000 claims 3
- 229910052760 oxygen Inorganic materials 0.000 claims 3
- FVZVCSNXTFCBQU-UHFFFAOYSA-N phosphanyl Chemical group [PH2] FVZVCSNXTFCBQU-UHFFFAOYSA-N 0.000 claims 3
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 3
- 229910052717 sulfur Inorganic materials 0.000 claims 3
- 125000003396 thiol group Chemical group [H]S* 0.000 claims 3
- UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 claims 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000005580 triphenylene group Chemical group 0.000 claims 2
- 125000001054 5 membered carbocyclic group Chemical group 0.000 claims 1
- 125000004008 6 membered carbocyclic group Chemical group 0.000 claims 1
- 241000143392 Oar Species 0.000 claims 1
- 125000005418 aryl aryl group Chemical group 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 239000004305 biphenyl Substances 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000004696 coordination complex Chemical class 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N furane Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 239000010410 layer Substances 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 239000012044 organic layer Substances 0.000 claims 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 229910052711 selenium Inorganic materials 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- YTPLMLYBLZKORZ-UHFFFAOYSA-N thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 1
- 0 CCC(C)(C1(CC)*2=C(C)*(*)c3c2cccc3)I1(C(CC)(C1(C)CC)c2ccccc2-c2*1cccc2)=C Chemical compound CCC(C)(C1(CC)*2=C(C)*(*)c3c2cccc3)I1(C(CC)(C1(C)CC)c2ccccc2-c2*1cccc2)=C 0.000 description 2
Claims (20)
- 下記式を有する化合物:
R、R′、R1、R2、R3、R4、R5、及びR6は独立に、水素、重水素、ハライド、アルキル、シクロアルキル、ヘテロアルキル、アリールアルキル、アルコキシ、アリールオキシ、アミノ、シリル、アルケニル、シクロアルケニル、ヘテロアルケニル、アルキニル、アリール、ヘテロアリール、アシル、カルボニル、カルボン酸、エステル、ニトリル、イソニトリル、スルファニル、スルフィニル、スルホニル、ホスフィノ、及びそれらの組み合わせからなる群から選択され;
任意の隣接するR、R′、R1、R2、R3、R4、R5、及びR6は任意選択により場合によっては連結していてもよく;
Xは、BR、NR、PR、O、S、Se、C=O、S=O、SO2、CRR′、SiRR′、及びGeRR′からなる群から選択され;且つ、
mは1又は2である。)
からなる、有機発光デバイスの有機層において用いるための発光材料。 - Xが、O、S、Se、及びNR″からなる群から選択され;且つ、
R″が、メチル、エチル、n−プロピル、イソプロピル、n−ブチル、イソブチル、sec−ブチル、ネオペンチル、シクロペンチル、シクロへキシル、フェニル、2,6−ジメチルフェニル、及び2,6−ジイソプロピルフェニルからなる群から選択される、
請求項1に記載の発光材料。 - mが2である、請求項2に記載の発光材料。
- XがOである、請求項2に記載の発光材料。
- R4がアルキルである、請求項2に記載の発光材料。
- R4がアリール又は置換アリールである、請求項2に記載の発光材料。
- R4が、
R′1、R′2、及びR′3は独立に、水素、重水素、ハライド、アルキル、シクロアルキル、ヘテロアルキル、アリールアルキル、アルコキシ、アリールオキシ、アミノ、シリル、アルケニル、シクロアルケニル、ヘテロアルケニル、アルキニル、アリール、ヘテロアリール、アシル、カルボニル、カルボン酸、エステル、ニトリル、イソニトリル、スルファニル、スルフィニル、スルホニル、ホスフィノ、及びそれらの組み合わせからなる群から選択され;
R′3は、モノ−、ジ−、トリ−、テトラ−置換、又は非置換を表し;
R′1及びR′2のうちの少なくとも1つは水素でも重水素でもなく;且つ、
環Cは5員又は6員の炭素環又はヘテロ環であり;且つ、
任意の隣接するR′1、R′2、及びR′3が任意選択により場合によっては結合して環を形成していてもよい、請求項10に記載の発光材料。 - R′1及びR′2の両方とも水素でも重水素でもない、請求項11に記載の発光材料。
- R′1、R′2、及びR′3が独立に、水素、重水素、メチル、エチル、イソプロピル、イソブチル、ネオペンチル、シクロペンチル、シクロへキシル、フェニル、及びそれらの組み合わせからなる群から選択される、請求項11に記載の発光材料。
- R1及びR2が独立に、水素、重水素、アルキル、シクロアルキル、及びそれらの組み合わせからなる群から選択される、請求項2に記載の発光材料。
- 請求項1〜15のいずれか一項に記載の発光材料を、有機発光デバイスの発光層において、ホストと組み合わせて用いる使用方法。
- 前記ホストがベンゾ縮合したチオフェン又はベンゾ縮合したフランを含むトリフェニレンを含み;
前記ホストのいずれかの置換基が、CnH2n+1、OCnH2n+1、OAr1、N(CnH2n+1)2、N(Ar1)(Ar2)、CH=CH−CnH2n+1、C≡C−CnH2n+1、Ar1、Ar1−Ar2、及びCnH2n−Ar1からなる群から選択される非縮合置換基であるか、あるいは非置換であり;
nが1〜10であり;且つ、
Ar1及びAr2は独立に、ベンゼン、ビフェニル、ナフタレン、トリフェニレン、カルバゾール、及びそれらのヘテロ芳香族類似体からなる群から選択される、
請求項16に記載の使用方法。 - 前記ホストが金属錯体を含む、請求項16に記載の使用方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/351,972 | 2012-01-17 | ||
US13/351,972 US10211413B2 (en) | 2012-01-17 | 2012-01-17 | Organic electroluminescent materials and devices |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2013005211A Division JP6113511B2 (ja) | 2012-01-17 | 2013-01-16 | 新規なヘテロレプティックイリジウム錯体 |
Related Child Applications (1)
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JP2019136085A Division JP6880120B2 (ja) | 2012-01-17 | 2019-07-24 | 新規なヘテロレプティックイリジウム錯体 |
Publications (2)
Publication Number | Publication Date |
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JP2017114908A JP2017114908A (ja) | 2017-06-29 |
JP2017114908A5 true JP2017114908A5 (ja) | 2017-08-10 |
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ID=48779354
Family Applications (3)
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JP2013005211A Active JP6113511B2 (ja) | 2012-01-17 | 2013-01-16 | 新規なヘテロレプティックイリジウム錯体 |
JP2017049563A Pending JP2017114908A (ja) | 2012-01-17 | 2017-03-15 | 新規なヘテロレプティックイリジウム錯体 |
JP2019136085A Active JP6880120B2 (ja) | 2012-01-17 | 2019-07-24 | 新規なヘテロレプティックイリジウム錯体 |
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JP2013005211A Active JP6113511B2 (ja) | 2012-01-17 | 2013-01-16 | 新規なヘテロレプティックイリジウム錯体 |
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Country Status (4)
Country | Link |
---|---|
US (1) | US10211413B2 (ja) |
JP (3) | JP6113511B2 (ja) |
KR (2) | KR101982337B1 (ja) |
CN (2) | CN107098938A (ja) |
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