WO2021230714A1 - Élément électroluminescent organique - Google Patents

Élément électroluminescent organique Download PDF

Info

Publication number
WO2021230714A1
WO2021230714A1 PCT/KR2021/006089 KR2021006089W WO2021230714A1 WO 2021230714 A1 WO2021230714 A1 WO 2021230714A1 KR 2021006089 W KR2021006089 W KR 2021006089W WO 2021230714 A1 WO2021230714 A1 WO 2021230714A1
Authority
WO
WIPO (PCT)
Prior art keywords
compound
mmol
added
organic layer
water
Prior art date
Application number
PCT/KR2021/006089
Other languages
English (en)
Korean (ko)
Inventor
김민준
이동훈
서상덕
김영석
김동희
최승원
심재훈
Original Assignee
주식회사 엘지화학
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from KR1020210062250A external-priority patent/KR102545207B1/ko
Application filed by 주식회사 엘지화학 filed Critical 주식회사 엘지화학
Priority to CN202180013215.5A priority Critical patent/CN115066761A/zh
Publication of WO2021230714A1 publication Critical patent/WO2021230714A1/fr

Links

Images

Classifications

    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers

Definitions

  • the organic light emitting phenomenon refers to a phenomenon in which electric energy is converted into light energy using an organic material.
  • the organic light emitting device using the organic light emitting phenomenon has a wide viewing angle, excellent contrast, fast response time, and excellent luminance, driving voltage, and response speed characteristics, and thus many studies are being conducted.
  • the present invention relates to an organic light emitting device having improved driving voltage, efficiency, and lifetime.
  • Ar 1 and Ar 2 are each independently, substituted or unsubstituted C 6-60 aryl; Or substituted or unsubstituted C 2-60 heteroaryl comprising any one or more selected from the group consisting of N, O and S,
  • the silyl group specifically includes a trimethylsilyl group, a triethylsilyl group, a t-butyldimethylsilyl group, a vinyldimethylsilyl group, a propyldimethylsilyl group, a triphenylsilyl group, a diphenylsilyl group, a phenylsilyl group, and the like.
  • the present invention is not limited thereto.
  • Ar 3 to Ar 5 and L 4 to L 7 are as defined in Formula 2.
  • the light emitting layer may further include a dopant in addition to the host.
  • the dopant material is not particularly limited as long as it is a material used in an organic light emitting device. Examples include an aromatic amine derivative, a strylamine compound, a boron complex, a fluoranthene compound, and a metal complex.
  • the aromatic amine derivative is a condensed aromatic ring derivative having a substituted or unsubstituted arylamino group, and includes pyrene, anthracene, chrysene, and periflanthene having an arylamino group.
  • the electron transport material include an Al complex of 8-hydroxyquinoline; complexes containing Alq 3 ; organic radical compounds; hydroxyflavone-metal complexes, and the like, but are not limited thereto.
  • the electron transport layer may be used with any desired cathode material as used in accordance with the prior art.
  • suitable cathode materials are conventional materials having a low work function and followed by a layer of aluminum or silver. Specifically cesium, barium, calcium, ytterbium and samarium, followed in each case by an aluminum layer or a silver layer.
  • compound sub1-B-1 15 g, 26.8 mmol
  • compound sub5 3.3 g, 26.8 mmol
  • potassium carbonate 7.4 g, 53.6 mmol
  • bis(tri-tert-butylphosphine)palladium(0)(0.1 g, 0.3 mmol) was added.
  • the mixture was cooled to room temperature, the organic layer and the water layer were separated, and the organic layer was distilled.
  • compound sub1-B-5 15 g, 23.6 mmol
  • compound sub5 2.9 g, 23.6 mmol
  • potassium carbonate 6.5 g, 47.2 mmol
  • the reaction for 11 hours the mixture was cooled to room temperature, the organic layer and the water layer were separated, and the organic layer was distilled.
  • compound sub1-D-4 15 g, 28.6 mmol
  • compound sub10 4.9 g, 28.6 mmol
  • potassium carbonate 11.9 g, 85.9 mmol
  • bis(tri-tert-butylphosphine)palladium(0) 0.1 g, 0.3 mmol
  • compound sub1-D-3 15 g, 29.4 mmol
  • compound sub18 6.2 g, 29.4 mmol
  • potassium carbonate 12.2 g, 88.2 mmol
  • bis(tri-tert-butylphosphine)palladium(0) 0.2 g, 0.3 mmol
  • compound subP-1 (10 g, 30.5 mmol), compound amine21 (11.7 g, 32 mmol), and sodium tert-butoxide (5.9 g, 61 mmol) were added to 200 ml of xylene, stirred and refluxed. Thereafter, bis(tri-tert-butylphosphine)palladium(0) (0.2 g, 0.3 mmol) was added thereto. After 2 hours, the reaction was completed, the mixture was cooled to room temperature, and the solvent was removed under reduced pressure.
  • compound P (10 g, 39.7 mmol), compound sub36 (9.3 g, 39.7 mmol), and sodium tert-butoxide (7.6 g, 79.5 mmol) were added to 200 ml of toluene, and the mixture was stirred and refluxed. Thereafter, bis(tri-tert-butylphosphine)palladium(0) (0.2 g, 0.4 mmol) was added thereto. After 3 hours, the reaction was terminated, and the solvent was removed under reduced pressure after cooling to room temperature.

Landscapes

  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Electroluminescent Light Sources (AREA)

Abstract

La présente invention concerne un élément électroluminescent organique ayant une tension de commande, une efficacité et une durée de vie améliorées.
PCT/KR2021/006089 2020-05-14 2021-05-14 Élément électroluminescent organique WO2021230714A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202180013215.5A CN115066761A (zh) 2020-05-14 2021-05-14 有机发光器件

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR10-2020-0057861 2020-05-14
KR20200057861 2020-05-14
KR10-2021-0062250 2021-05-13
KR1020210062250A KR102545207B1 (ko) 2020-05-14 2021-05-13 유기 발광 소자

Publications (1)

Publication Number Publication Date
WO2021230714A1 true WO2021230714A1 (fr) 2021-11-18

Family

ID=78524715

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2021/006089 WO2021230714A1 (fr) 2020-05-14 2021-05-14 Élément électroluminescent organique

Country Status (2)

Country Link
CN (1) CN115066761A (fr)
WO (1) WO2021230714A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114702482A (zh) * 2022-05-09 2022-07-05 阜阳欣奕华材料科技有限公司 一种三嗪类化合物、中间体、有机电致发光器件和显示装置

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114763351A (zh) * 2021-01-15 2022-07-19 三星Sdi株式会社 用于有机光电装置的化合物、用于有机光电装置的组合物、有机光电装置和显示装置

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017115608A1 (fr) * 2015-12-28 2017-07-06 コニカミノルタ株式会社 COMPOSÉ π-CONJUGUÉ, MATÉRIAU D'ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE, MATÉRIAU ÉLECTROLUMINESCENT, MATÉRIAU DE TRANSPORT DE CHARGE, COUCHE MINCE LUMINESCENTE, ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE, DISPOSITIF D'AFFICHAGE ET DISPOSITIF D'ÉCLAIRAGE
KR20190118392A (ko) * 2018-04-10 2019-10-18 삼성에스디아이 주식회사 조성물, 유기 광전자 소자 및 표시 장치
KR20190127554A (ko) * 2018-05-04 2019-11-13 덕산네오룩스 주식회사 유기전기소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
KR20200018229A (ko) * 2018-08-09 2020-02-19 덕산네오룩스 주식회사 유기전기 소자용 화합물을 포함하는 유기전기소자 및 그 전자 장치
WO2020045981A1 (fr) * 2018-08-29 2020-03-05 Rohm And Haas Electronic Materials Korea Ltd. Pluralité de matériaux hôtes et dispositif électroluminescent organique les comprenant

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017115608A1 (fr) * 2015-12-28 2017-07-06 コニカミノルタ株式会社 COMPOSÉ π-CONJUGUÉ, MATÉRIAU D'ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE, MATÉRIAU ÉLECTROLUMINESCENT, MATÉRIAU DE TRANSPORT DE CHARGE, COUCHE MINCE LUMINESCENTE, ÉLÉMENT ÉLECTROLUMINESCENT ORGANIQUE, DISPOSITIF D'AFFICHAGE ET DISPOSITIF D'ÉCLAIRAGE
KR20190118392A (ko) * 2018-04-10 2019-10-18 삼성에스디아이 주식회사 조성물, 유기 광전자 소자 및 표시 장치
KR20190127554A (ko) * 2018-05-04 2019-11-13 덕산네오룩스 주식회사 유기전기소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
KR20200018229A (ko) * 2018-08-09 2020-02-19 덕산네오룩스 주식회사 유기전기 소자용 화합물을 포함하는 유기전기소자 및 그 전자 장치
WO2020045981A1 (fr) * 2018-08-29 2020-03-05 Rohm And Haas Electronic Materials Korea Ltd. Pluralité de matériaux hôtes et dispositif électroluminescent organique les comprenant

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114702482A (zh) * 2022-05-09 2022-07-05 阜阳欣奕华材料科技有限公司 一种三嗪类化合物、中间体、有机电致发光器件和显示装置
CN114702482B (zh) * 2022-05-09 2024-05-28 阜阳欣奕华材料科技有限公司 一种三嗪类化合物、中间体、有机电致发光器件和显示装置

Also Published As

Publication number Publication date
CN115066761A (zh) 2022-09-16

Similar Documents

Publication Publication Date Title
WO2021182893A1 (fr) Dispositif électroluminescent organique
WO2022015084A1 (fr) Élément électroluminescent organique
WO2021096228A1 (fr) Dispositif électroluminescent organique
WO2021210911A1 (fr) Nouveau composé et élément électroluminescent organique le comprenant
WO2021221475A1 (fr) Dispositif électroluminescent organique
WO2021230714A1 (fr) Élément électroluminescent organique
WO2021261977A1 (fr) Dispositif électroluminescent organique
WO2022086296A1 (fr) Dispositif électroluminescent organique
WO2021230715A1 (fr) Élément électroluminescent organique
WO2022131869A1 (fr) Nouveau composé et dispositif électroluminescent organique le comprenant
WO2022211498A1 (fr) Nouveau composé et dispositif électroluminescent organique le comprenant
WO2021261962A1 (fr) Dispositif électroluminescent organique
WO2022019535A1 (fr) Composé et dispositif électroluminescent organique le comprenant
WO2022086171A1 (fr) Dispositif électroluminescent organique
WO2022019536A1 (fr) Composé et dispositif électroluminescent organique le comprenant
WO2020189984A1 (fr) Diode électroluminescente organique
WO2020263000A1 (fr) Nouveau composé et dispositif électroluminescent organique l'utilisant
WO2022216018A1 (fr) Dispositif électroluminescent organique
WO2022216019A1 (fr) Dispositif électroluminescent organique
WO2022086297A1 (fr) Dispositif électroluminescent organique
WO2022177374A1 (fr) Dispositif électroluminescent organique
WO2023090836A1 (fr) Dispositif électroluminescent organique
WO2022177385A1 (fr) Dispositif électroluminescent organique
WO2022231322A1 (fr) Dispositif électroluminescent organique
WO2023085878A1 (fr) Dispositif électroluminescent organique

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21804549

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21804549

Country of ref document: EP

Kind code of ref document: A1