公开(公告)号：US09647218B2

公开(公告)日：2017-05-09

申请号：US14464430

申请日：2014-08-20

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Siu Tung Lam ,  Chi Hang Lee

IPC: H01L51/50 ,  H01L51/00

CPC classification number: H01L51/0072 ,  H01L51/0059 ,  H01L51/0074 ,  H01L51/5016

Abstract: A compound having the structure of Formula 1, as well as, a first device and a formulation including the same are disclosed. In the structure of Formula 1: R5 is and (a) at least one of R1-R4 is or (b) R1 is In addition, R1, R2, R3, R4, A1, A2, A3, A4, A5, A6, A7, A8, A9, A10, B1, B2, B3, B4, B5, B6, B7, B8, B9, B10, Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Z1, Z2, Z3, Z4, Z5, Z6, Z7, and Z8, are each independently selected from a variety of substituents, where adjacent A, B, Y, and Z groups are, optionally, joined to form a fused ring structure. Finally, X includes an acceptor group selected from —CmF2m+1, —SimF2m+1, —NCO, —NCS, —OCN, —SCN, —OCmF2m+1, and —SCmF2m+1.

公开(公告)号：US09548459B2

公开(公告)日：2017-01-17

申请号：US14705103

申请日：2015-05-06

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Siu Tung Lam ,  Chi Hang Lee ,  Sze Kui Lam

IPC: H01L51/50 ,  H01L51/00 ,  C07D405/04 ,  C09K11/06 ,  C07D409/04 ,  C07D409/14 ,  C07D209/86 ,  H01L51/52

CPC classification number: H01L51/0061 ,  C07D209/86 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14 ,  C09K11/06 ,  C09K2211/1029 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/5004 ,  H01L51/5016 ,  H01L51/5064 ,  H01L51/5088 ,  H01L51/5206 ,  H01L51/5221

Abstract: Novel diarylamino phenyl carbazole compounds are provided. By appropriately selecting the nature of the diarylamino substituent and the substitution on the carbazole nitrogen, compounds with appropriate HOMO and LUMO energies can be obtained for use as materials in a secondary hole transport layer.

Abstract translation: 提供了新的二芳基氨基苯基咔唑化合物。 通过适当选择二芳基氨基取代基的性质和在咔唑氮上的取代，可以获得具有适当的HOMO和LUMO能的化合物用作二次空穴传输层中的材料。

公开(公告)号：US10236458B2

公开(公告)日：2019-03-19

申请号：US15479842

申请日：2017-04-05

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Siu Tung Lam ,  Chi Hang Lee

IPC: H01L51/00 ,  C09K11/02 ,  C09K11/06 ,  C07F7/08 ,  C07F5/02 ,  H01L51/52 ,  H01L51/50

Abstract: The present invention includes high triplet hosts with a macrocyclic structure that may provide high device quantum efficiency in OLEDs.

公开(公告)号：US09882151B2

公开(公告)日：2018-01-30

申请号：US14926865

申请日：2015-10-29

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Chi Hang Lee ,  Siu Tung Lam ,  Kit Yee Tsang ,  Geza Szigethy

IPC: C09K11/06 ,  H01L51/00 ,  C09K11/02 ,  C07F15/00 ,  C07F5/02 ,  C07D495/04 ,  H01L51/50

CPC classification number: H01L51/009 ,  C07D495/04 ,  C07F5/02 ,  C07F5/027 ,  C07F15/0033 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1044 ,  C09K2211/1088 ,  C09K2211/185 ,  H01L51/008 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5016

Abstract: A compound including a ligand L1 of Formula I, is described. In Formula I: rings A and B each independently represent a 5-membered or 6-membered carbocyclic or heterocyclic ring; X, Y, Z, and W are either carbon or nitrogen; R1 to R6 are selected from a variety of substituents, where adjacent substituents can be joined to form a fused ring; ligand L1 is coordinated to a metal M by X-M and Y-M bonds; and ligand L1 is optionally linked with other ligands to produce a tridentate, tetradentate, pentadentate or hexadentate ligand. Formulations and devices, such as an OLEDs, that include the compound that include a ligand L1 of Formula I are also described.

公开(公告)号：US09190623B2

公开(公告)日：2015-11-17

申请号：US13682504

申请日：2012-11-20

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Chuanjun Xia ,  Jason Brooks ,  Siu Tung Lam ,  Chi Hang Lee

IPC: H01L51/50 ,  H01L51/00

CPC classification number: H01L51/5004 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/5012 ,  H01L2251/552

Abstract: Novel devices containing organic compounds containing electron donor and acceptor characteristics and that act as emissive dopants are provided. The energy ratio obtained by dividing the T1 energy of the emissive dopant by ΔEHOMO-LUMO for the same emissive dopant is at least 0.7 and the first emissive dopant has an energy difference calculated by subtracting the T1 energy of the first emissive dopant from ΔEHOMO-LUMO for the first emissive dopant and the energy difference is at smaller than or equal to 1.00 eV for the novel compounds. The compounds exhibit delayed fluorescence properties when incorporated into OLED devices.

Abstract translation: 提供了含有含有电子给体和受主特性并充当发射掺杂剂的有机化合物的新型装置。 通过将发射掺杂剂的T1能量除以相同发射掺杂剂的Dgr; EHOMO-LUMO获得的能量比为至少0.7，并且第一发射掺杂剂具有通过从＆Dgr中减去第一发射掺杂剂的T1能量而计算出的能量差 ;对于新型化合物，第一发射掺杂剂的EHOMO-LUMO和能量差小于或等于1.00eV。 当结合到OLED器件中时，化合物表现出延迟的荧光特性。

公开(公告)号：US20140138627A1

公开(公告)日：2014-05-22

申请号：US13682504

申请日：2012-11-20

Applicant: UNIVERSAL DISPLAY CORPORATION

Inventor： Raymond Kwong ,  Chuanjun Xia ,  Jason Brooks ,  Siu Tung Lam ,  Chi Hang Lee

IPC: H01L51/50

CPC classification number: H01L51/5004 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/5012 ,  H01L2251/552

Abstract: Novel devices containing organic compounds containing electron donor and acceptor characteristics and that act as emissive dopants are provided. The energy ratio obtained by dividing the T1 energy of the emissive dopant by ΔEHOMO-LUMO for the same emissive dopant is at least 0.7 and the first emissive dopant has an energy difference calculated by subtracting the T1 energy of the first emissive dopant from ΔEHOMO-LUMO for the first emissive dopant and the energy difference is at smaller than or equal to 1.00 eV for the novel compounds. The compounds exhibit delayed fluorescence properties when incorporated into OLED devices.

Abstract translation: 提供了含有含有电子给体和受主特性并充当发射掺杂剂的有机化合物的新型装置。 通过将发射掺杂剂的T1能量除以相同发射掺杂剂的Dgr; EHOMO-LUMO获得的能量比为至少0.7，并且第一发射掺杂剂具有通过从＆Dgr中减去第一发射掺杂剂的T1能量而计算出的能量差 ;对于新型化合物，第一发射掺杂剂的EHOMO-LUMO和能量差小于或等于1.00eV。 当结合到OLED器件中时，化合物表现出延迟的荧光特性。

公开(公告)号：US10991895B2

公开(公告)日：2021-04-27

申请号：US15285638

申请日：2016-10-05

Applicant: Universal Display Corporation

Inventor： Raymond Kwong ,  Kit Yee Tsang ,  Siu Tung Lam ,  Chi Hang Lee ,  Sze Kui Lam

IPC: H01L51/50 ,  H01L51/54 ,  H01L51/00 ,  C09K11/06 ,  C09K11/02 ,  C07F15/00

Abstract: Ir phenyl parazolepyrazole complexes substituted with one or more strong electron withdrawing groups such as cyano groups resulted in enhancing the metal to ligand charge transfer (MLCT) which in turn resulted in enhanced emission efficiency and red shifted emission.

公开(公告)号：US10418568B2

公开(公告)日：2019-09-17

申请号：US15147543

申请日：2016-05-05

Applicant: Universal Display Corporation

Inventor： Siu Tung Lam ,  Raymond Kwong ,  Chi Hang Lee ,  Kit Yee Tsang

IPC: H01L51/00 ,  C07F5/02 ,  C07F5/05 ,  H01L51/50 ,  C09K11/02 ,  C09K11/06

Abstract: A compound having a structure of Formula I: is described. In the structure of Formula I, RA, RB, and RC are each independently 5 or 6 membered aryl or heteroaryl rings; R1, R2, R3, and A are selected from a variety of substituents, including being joined or fused to form a ring; A is optionally bonded to at least one benzo or azabenzo ring to form fused rings; X1 is B, C, N, O, S or Se; and X2-X7 are independently B, C or N. Formulations and devices, such as an OLEDs, that include the compound containing a structure of Formula I are also described.

公开(公告)号：US09741941B2

公开(公告)日：2017-08-22

申请号：US14264787

申请日：2014-04-29

Applicant: Universal Display Corporation

Inventor： Tzu-Chin Yeh ,  Ken-Tsung Wong ,  Raymond Kwong ,  Siu Tung Lam ,  Chi Hang Lee

IPC: H01L51/50 ,  H01L51/00 ,  C07D471/04 ,  C09K11/06

CPC classification number: H01L51/0072 ,  C07D471/04 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0061 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/5012

Abstract: A compound that has the structure according to Formula 1: as well as, devices and formulations containing the compound of Formula 1 are disclosed. In the compound of Formula 1: X1, X2, X3, X4, X5, and X6 are independently selected from the group consisting of C—R and N; each R is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and at least one R comprises a donor group with at least two electron donating nitrogens.

公开(公告)号：US20160233424A1

公开(公告)日：2016-08-11

申请号：US14926865

申请日：2015-10-29

Applicant: Universal Display Corporation

Inventor： Raymond KWONG ,  Chi Hang Lee ,  Siu Tung Lam ,  Kit Yee Tsang ,  Geza Szigethy

IPC: H01L51/00 ,  C09K11/02 ,  C07F15/00 ,  C09K11/06

CPC classification number: H01L51/009 ,  C07D495/04 ,  C07F5/02 ,  C07F5/027 ,  C07F15/0033 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1044 ,  C09K2211/1088 ,  C09K2211/185 ,  H01L51/008 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5016

Abstract: A compound including a ligand L1 of Formula I, is described. In Formula I: rings A and B each independently represent a 5-membered or 6-membered carbocyclic or heterocyclic ring; X, Y, Z, and W are either carbon or nitrogen; R1 to R6 are selected from a variety of substituents, where adjacent substituents can be joined to form a fused ring; ligand L1 is coordinated to a metal M by X-M and Y-M bonds; and ligand L1 is optionally linked with other ligands to produce a tridentate, tetradentate, pentadentate or hexadentate ligand. Formulations and devices, such as an OLEDs, that include the compound that include a ligand L1 of Formula I are also described.

Abstract translation: 描述了包含式I的配体L1的化合物。 在式I中：环A和环各自独立地表示5元或6元碳环或杂环; X，Y，Z和W为碳或氮; R 1至R 6选自各种取代基，其中相邻取代基可以连接形成稠环; 配体L1通过X-M和Y-M键与金属M配位; 并且配体L1任选地与其它配体连接以产生三齿，四齿，五齿配位体或六齿配体。 还描述了包括包含式I的配体L1的化合物的制剂和装置，例如OLED。