US 12,421,192 B2
Organic molecules for use in optoelectronic devices
Alhama Arjona Esteban, Karlsruhe (DE)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., LTD., Yongin-si (KR)
Filed on Jan. 26, 2023, as Appl. No. 18/160,240.
Application 18/160,240 is a division of application No. 16/755,314, granted, now 11,591,317, previously published as PCT/EP2018/076678, filed on Oct. 1, 2018.
Claims priority of application No. 102017123928.6 (DE), filed on Oct. 13, 2017.
Prior Publication US 2023/0167095 A1, Jun. 1, 2023
Int. Cl. C07D 403/14 (2006.01); C07D 209/86 (2006.01); H10K 85/60 (2023.01); H10K 50/11 (2023.01); H10K 71/00 (2023.01)
CPC C07D 209/86 (2013.01) [C07D 403/14 (2013.01); H10K 85/654 (2023.02); H10K 85/6572 (2023.02); H10K 50/11 (2023.02); H10K 71/00 (2023.02)] 7 Claims
 
1. An optoelectronic device comprising an organic molecule comprising a structure of Formula I.

OG Complex Work Unit Chemistry
wherein
Q is at each occurrence N or CRIII;
W is at each occurrence N or CRIV;
Z is a direct bond;
RA is selected from the group consisting of CN and CF3;
R1 and R2 is independently from another selected from the group consisting of:
hydrogen, deuterium,
C1-C5-alkyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C2-C8-alkenyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C2-C8-alkynyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium; and
C6-C18-aryl,
which is optionally substituted with one or more substituents selected from the group consisting of: deuterium, C1-C5-alkyl and C6-C18-aryl, which is optionally substituted with one or more C1-C5-alkyl substituents;
RI, RII, RIII and RIV is at each occurrence independently from another selected from the group consisting of:
hydrogen, deuterium,
C1-C5-alkyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C2-C8-alkenyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C2-C8-alkynyl,
wherein one or more hydrogen atoms are optionally substituted by deuterium;
C3-C57-heteroaryl,
which is optionally substituted with one or more substituents R6; and
C6-C18-aryl,
which is optionally substituted with one or more substituents R6;
Ra is at each occurrence independently from another selected from the group consisting of: hydrogen, deuterium, N(R5)2, OR5, Si(R5)3, B(OR5)2, OSO2R5, CF3, CN, F, Br, I,
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; and
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 from another selected from the group consisting of: hydrogen, deuterium, N(R6)2, OR6, Si(R6)3, B(OR6)2, OSO2R6, CF3, CN, F, Br, I, C1-C40-alkyl,
which is optionally substituted with one or more substituents R6 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R6C═CR6, C≡C, Si(R6)2, Ge(R6)2, Sn(R6)2, C═O, C═S, C═Se, C═NR6, P(═O) (R6), SO, SO2, NR6, O, S, or CONR6;
C1-C40-alkoxy,
which is optionally substituted with one or more substituents R6 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R6C═CR6, C≡C, Si(R6)2, Ge(R6)2, Sn(R6)2, C═O, C═S, C═Se, C═NR6, P(═O) (R6), SO, SO2, NR6, O, S, or CONR6;
C1-C40-thioalkoxy,
which is optionally substituted with one or more substituents R6 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R6C═CR6, C≡C, Si(R6)2, Ge(R6)2, Sn(R6)2, C═O, C═S, C═Se, C═NR6, P(═O) (R6), SO, SO2, NR6, O, S, or CONR6;
C2-C40-alkenyl,
which is optionally substituted with one or more substituents R6 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R6C═CR6, C≡C, Si(R6)2, Ge(R6)2, Sn(R6)2, C═O, C═S, C═Se, C═NR6, P(═O) (R6), SO, SO2, NR6, O, S, or CONR6; and
C2-C40-alkynyl,
which is optionally substituted with one or more substituents R6 and
wherein one or more non-adjacent CH2-groups are optionally substituted by R6C═CR6, C≡C, Si(R6)2, Ge(R6)2, Sn(R6)2, C═O, C═S, C═Se, C═NR6, P(═O) (R6), SO, SO2, NR6, O, S, or CONR6;
C6-C60-aryl,
which is optionally substituted with one or more substituents R6; and
C3-C57-heteroaryl,
which is optionally substituted with one or more substituents R6;
R6 is at each occurrence independently from another selected from the group consisting of: hydrogen, deuterium, OPh, CF3, CN, F,
C1-C5-alkyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF3, or F;
C1-C5-alkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF3, or F;
C1-C5-thioalkoxy,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF3, or F;
C2-C5-alkenyl,
wherein one or more hydrogen atoms are optionally, independently from each other substituted by deuterium, CN, CF3, or F; and
C2-C5-alkynyl,
wherein one or more hydrogen atoms are optionally, 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);
and
wherein exactly one Q is N and exactly one W is N.