US 12,435,099 B2
Organic molecules for optoelectronic devices
Sebastian Dück, Heidelberg (DE); Alhama Arjona Esteban, Karlsruhe (DE); and Federico Koch, Schonungen (DE)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Appl. No. 17/628,432
Filed by SAMSUNG DISPLAY CO., LTD., Yongin-si (KR)
PCT Filed Jul. 24, 2020, PCT No. PCT/EP2020/070946
§ 371(c)(1), (2) Date Jan. 19, 2022,
PCT Pub. No. WO2021/013986, PCT Pub. Date Jan. 28, 2021.
Claims priority of application No. 19188356 (EP), filed on Jul. 25, 2019; application No. 19188361 (EP), filed on Jul. 25, 2019; application No. 19202645 (EP), filed on Oct. 11, 2019; application No. 19218997 (EP), filed on Dec. 20, 2019; and application No. 20162459 (EP), filed on Mar. 11, 2020.
Prior Publication US 2022/0289769 A1, Sep. 15, 2022
Int. Cl. C07F 5/02 (2006.01); C07C 15/28 (2006.01); C07C 211/54 (2006.01); C07D 307/91 (2006.01); C07D 401/14 (2006.01); C07D 403/14 (2006.01); C07F 7/08 (2006.01); H10K 85/30 (2023.01); H10K 85/40 (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 50/81 (2023.01); H10K 50/82 (2023.01)
CPC C07F 5/027 (2013.01) [C07C 15/28 (2013.01); C07C 211/54 (2013.01); C07D 307/91 (2013.01); C07D 401/14 (2013.01); C07D 403/14 (2013.01); C07F 7/0805 (2013.01); H10K 85/322 (2023.02); H10K 85/40 (2023.02); H10K 85/615 (2023.02); H10K 85/631 (2023.02); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 85/6574 (2023.02); H10K 85/658 (2023.02); 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 50/81 (2023.02); H10K 50/82 (2023.02)] 17 Claims
 
1. An organic molecule of Formula Ib:

OG Complex Work Unit Chemistry
wherein
each of RII, and RIII is independently selected from the group consisting of:
hydrogen,
deuterium,
N(R5)2,
OR5,
SR5,
Si(R5)3,
B(OR5)2,
OSO2R5,
CF3,
CN,
halogen,
C1-C40-alkyl,
which is optionally substituted with one or more substituents R5 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R5C═CR5, C≡C, Si(R5)2, Ge(R5)2, Sn(R5)2, C═O, C═S, C═Se, C═NR5, P(═O)(R5), SO, SO2, NR5, O, S or CONR5;
C1-C40-alkoxy,
which is optionally substituted with one or more substituents R5 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R5C═CR5, C≡C, Si(R5)2, Ge(R5)2, Sn(R5)2, C═O, C═S, C═Se, C═NR5, P(═O)(R5), SO, SO2, NR5, O, S or CONR5;
C1-C40-thioalkoxy,
which is optionally substituted with one or more substituents R5 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R5C═CR5, C≡C, Si(R5)2, Ge(R5)2, Sn(R5)2, C═O, C═S, C═Se, C═NR5, P(═O)(R5), SO, SO2, NR5, O, S or CONR5;
C2-C40-alkenyl,
which is optionally substituted with one or more substituents R5 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R5C═CR5, C≡C, Si(R5)2, Ge(R5)2, Sn(R5)2, C═O, C═S, C═Se, C═NR5, P(═O)(R5), SO, SO2, NR5, O, S or CONR5;
C2-C40-alkynyl,
which is optionally substituted with one or more substituents R5 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R5C═CR5, C≡C, Si(R5)2, Ge(R5)2, Sn(R5)2, C═O, C═S, C═Se, C═NR5, P(═O)(R5), SO, SO2, NR5, O, S or CONR5;
C6-C60-aryl,
which is optionally substituted with one or more substituents R5; and
C3-C57-heteroaryl,
which is optionally substituted with one or more substituents R5;
R5 is at each occurrence independently selected from the group consisting of: hydrogen, deuterium, OPh, SPh, CF3, CN, F, Si(C1-C5-alkyl)3, Si(Ph)3,
C1-C5-alkyl,
wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3, or F;
C1-C5-alkoxy,
wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3, or F;
C1-C5-thioalkoxy,
wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3, or F;
C2-C5-alkenyl,
wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3, or F;
C2-C5-alkynyl,
wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF3, or F;
C6-C18-aryl,
which is optionally substituted with one or more C1-C5-alkyl substituents;
C3-C17-heteroaryl,
which is optionally substituted with one or more C1-C5-alkyl substituents;
N(C6-C18-aryl)2,
N(C3-C17-heteroaryl)2; and
N(C3-C17-heteroaryl)(C6-C18-aryl);
RV is at each occurrence independently selected from the group consisting of: C1-C5-alkyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
RVI is at each occurrence independently selected from the group consisting of:
C6-C18-aryl,
wherein optionally one or more hydrogen atoms are independently from each other substituted by C1-C5-alkyl, C6-C18 aryl or C3-C17-heteroaryl;
C3-C15-heteroaryl,
wherein optionally one or more hydrogen atoms are independently from each other substituted by C1-C5-alkyl, C6-C18 aryl or C3-C17-heteroaryl.