US 12,035,622 B2
Triazine compound and organic semiconductng layer comprising the same
Regina Luschtinetz, Dresden (DE); Domagoj Pavicic, Dresden (DE); and Benjamin Schulze, Dresden (DE)
Assigned to Novaled GmbH, Dresden (DE)
Appl. No. 16/761,401
Filed by Novaled GmbH, Dresden (DE)
PCT Filed Nov. 1, 2018, PCT No. PCT/EP2018/079925
§ 371(c)(1), (2) Date May 4, 2020,
PCT Pub. No. WO2019/086568, PCT Pub. Date May 9, 2019.
Claims priority of application No. 17200125 (EP), filed on Nov. 6, 2017.
Prior Publication US 2020/0365810 A1, Nov. 19, 2020
Int. Cl. C07D 251/24 (2006.01); C07D 401/10 (2006.01); H10K 50/165 (2023.01); H10K 85/60 (2023.01)
CPC H10K 85/654 (2023.02) [C07D 251/24 (2013.01); C07D 401/10 (2013.01); H10K 85/615 (2023.02); H10K 50/165 (2023.02)] 12 Claims
 
1. A compound represented by the general formula (I):

OG Complex Work Unit Chemistry
wherein Ar1 and Ar2 are independently selected from the group consisting of substituted or unsubstituted C6 to C60 aryl and substituted or unsubstituted C2 to C60 heteroaryl, wherein the substituents, if present in the respective aryl or heteroaryl group, are independently selected from the group consisting of C1-C20 linear alkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl; C1-C20 linear alkoxy, C3-C20 branched alkoxy; linear fluorinated C1-C12 alkyl, or linear fluorinated C1-C12 alkoxy; C3-C12 branched fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkoxy; CN; C2-C20 heteroaryl, OR, SR, (C═O)R, (C═O)NR2, SiR3, (S═O)R, (S═O)2R, C12-C40 aryl phosphine oxide, C7-C40 aryl-alkyl-phosphine oxide;
Ar3 is selected from the group consisting of substituted or unsubstituted C6 to C60 arylene, wherein the substitutents, if present in the arylene group, are independently selected from the group consisting of C1-C20 linear alkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl; C1-−C20 linear alkoxy, C3-C20 branched alkoxy; linear fluorinated C1-C12 alkyl, or linear fluorinated C1-C12 alkoxy; C3-C12 branched fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkyl, C3-C12 fluorinated cyclic alkoxy; CN; C2-C20 heteroaryl, OR, SR, (C═O)R, (C═O)NR2, SiR3, (S═O)R, (S═O)2R, C12-C40 aryl phosphine oxide, C7-C40 aryl-alkyl-phosphine oxide;
L is selected from C6 to C60 arylene;
n is 0 or 1;
m is an integer from 1 to 3;
G is selected from the group consisting of CN and substituted or unsubstituted pyridinyl, wherein the substituents, if present, are independently selected from the group consisting of C1 to C20 linear alkyl, C3 to C20 branched alkyl, and C3 to C20 cyclic alkyl; and
R is independently selected from C1-C20 linear alkyl, C1-C20 alkoxy, C1-C20 thioalkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl, C3-C20 branched alkoxy, C3-C20 cyclic alkoxy, C3-C20 branched thioalkyl, C3-C20 cyclic thioalkyl, C6-C20 aryl and C3-C20 heteroaryl.