US 12,289,990 B2
Phenylcarbazole-based compounds and fluorene-based compounds and organic light emitting device and flat panel display device comprising the same
Seok-Hwan Hwang, Yongin-si (KR); Young-Kook Kim, Yongin-si (KR); Yoon-Hyun Kwak, Yongin-si (KR); Jong-Hyuk Lee, Yongin-si (KR); Kwan-Hee Lee, Yongin-si (KR); and Min-Seung Chun, Yongin-si (KR)
Assigned to SAMSUNG DISPLAY CO., LTD., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Feb. 20, 2024, as Appl. No. 18/582,600.
Application 18/582,600 is a continuation of application No. 17/968,388, filed on Oct. 18, 2022, granted, now 11,950,501.
Application 17/968,388 is a continuation of application No. 16/742,844, filed on Jan. 14, 2020, granted, now 11,482,678, issued on Oct. 25, 2022.
Application 16/742,844 is a continuation of application No. 16/260,111, filed on Jan. 29, 2019, granted, now 10,573,821, issued on Feb. 25, 2020.
Application 16/260,111 is a continuation of application No. 15/871,007, filed on Jan. 14, 2018, granted, now 10,211,406, issued on Feb. 19, 2019.
Application 15/871,007 is a continuation of application No. 15/266,959, filed on Sep. 15, 2016, granted, now 9,917,258, issued on Mar. 13, 2018.
Application 15/266,959 is a continuation of application No. 14/607,326, filed on Jan. 28, 2015, granted, now 9,478,754, issued on Oct. 25, 2016.
Application 14/607,326 is a continuation of application No. 13/439,586, filed on Apr. 4, 2012, granted, now 8,974,922, issued on Mar. 10, 2015.
Application 13/439,586 is a continuation in part of application No. 11/806,039, filed on May 29, 2007, granted, now 8,188,315, issued on May 29, 2012.
Application 11/806,039 is a continuation in part of application No. 11/286,421, filed on Nov. 25, 2005, granted, now 8,021,764, issued on Sep. 20, 2011.
Application 11/286,421 is a continuation in part of application No. 11/181,706, filed on Jul. 13, 2005, granted, now 7,431,997, issued on Oct. 7, 2008.
Application 11/181,706 is a continuation of application No. 11/097,182, filed on Apr. 4, 2005, granted, now 7,737,627, issued on Jun. 15, 2010.
Claims priority of application No. 10-2004-0022877 (KR), filed on Apr. 2, 2004; application No. 10-2004-0054700 (KR), filed on Jul. 14, 2004; application No. 10-2004-0098747 (KR), filed on Nov. 29, 2004; and application No. 10-2006-0048306 (KR), filed on May 29, 2006.
Prior Publication US 2024/0244963 A1, Jul. 18, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/54 (2006.01); C07D 209/88 (2006.01); C09K 11/06 (2006.01); H05B 33/14 (2006.01); H10K 50/81 (2023.01); H10K 50/818 (2023.01); H10K 50/82 (2023.01); H10K 50/828 (2023.01); H10K 59/123 (2023.01); H10K 59/35 (2023.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/17 (2023.01); H10K 50/18 (2023.01); H10K 59/32 (2023.01); H10K 101/10 (2023.01); H10K 102/00 (2023.01); H10K 102/10 (2023.01)
CPC H10K 85/636 (2023.02) [C07D 209/88 (2013.01); C09K 11/06 (2013.01); H05B 33/14 (2013.01); H10K 50/81 (2023.02); H10K 50/818 (2023.02); H10K 50/82 (2023.02); H10K 50/828 (2023.02); H10K 59/123 (2023.02); H10K 59/35 (2023.02); H10K 85/633 (2023.02); C09K 2211/1011 (2013.01); C09K 2211/1014 (2013.01); C09K 2211/1022 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/185 (2013.01); C09K 2323/00 (2020.08); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/17 (2023.02); H10K 50/171 (2023.02); H10K 50/18 (2023.02); H10K 59/32 (2023.02); H10K 85/615 (2023.02); H10K 85/626 (2023.02); H10K 85/6572 (2023.02); H10K 2101/10 (2023.02); H10K 2102/00 (2023.02); H10K 2102/103 (2023.02); H10K 2102/351 (2023.02); Y10S 428/917 (2013.01); Y10T 428/31504 (2015.04)] 28 Claims
 
1. An organic light emitting device, comprising:
a substrate;
a first electrode;
a second electrode, the first electrode is a reflective electrode, or the second electrode is a reflective electrode, the remaining being semitransparent or transparent electrodes; and
an organic layer interposed between the first electrode and the second electrode, the organic layer comprising:
an emission layer comprising a red emission layer; and
a layer comprising at least one compound selected from the group consisting of compounds represented by Formula 3, the layer having a first region formed under the red emission layer, the thickness of the first region being in the range of 1,600 to 2,200 Å, the layer being between the first electrode and the emission layer:

OG Complex Work Unit Chemistry
R6, R7, and R8 independently being one selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C6-C30 aryloxy group, a substituted or unsubstituted C2-C30 hetero ring, a substituted or unsubstituted C5-C30 polycyclic condensed ring, a hydroxy group, a cyano group, and a substituted or unsubstituted amino group, wherein two or more of R6, R7, and R8 can be optionally bound with one another to form a saturated or unsaturated carbon ring,
Ar3 independently being a substituted or unsubstituted C6-C30 aryl group or a substituted or unsubstituted C2-C30 heteroaryl group,
each Y independently being one selected from the group consisting of a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C2-C30 hetero ring, and
each n independently being an integer from 0 to 5.