Organic molecules for optoelectronic devices

An organic molecule, comprising:

• a first chemical moiety represented by Formula I:
• and
• a second chemical moiety and a third chemical moiety, each of the second chemical moiety and the third chemical moiety being independently represented by Formula II:
• wherein
• X and Y are at each occurrence independently selected from the group consisting of B and N;
• RI, RII, RIII, RIV, RV, RVI, RVII, RVIII, RIX, and RX are each independently selected from the group consisting of:
• a binding site of a single bond linking the first chemical moiety to the second chemical moiety,
• a binding site of a single bond linking the first chemical moiety to the third chemical moiety, and
• R*;
• R* 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 substituted by deuterium (D), CN, CF3, or F;
• C1-C5-alkoxy,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C1-C5-thioalkoxy,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C2-C5-alkenyl,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C2-C5-alkynyl,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C6-C18-aryl,
• which is optionally substituted with one or more C1-C5-alkyl substituents, Ph, CN,
• CF3 or F;
• C3-C17-heteroaryl,
• which is optionally substituted with one or more C1-C5-alkyl substituents, Ph, CN,
• CF3 or F;
• N(C6-C18-aryl)2;
• N(C3-C17-heteroaryl)2;
• and
• N(C3-C17-heteroaryl) (C6-C18-aryl);
• wherein the dashed lines in Formula II represent the binding sites of the second chemical moiety and the third chemical moiety to the first chemical moiety;
• Z is a direct bond;
• o is at each occurrence independently 0 or 1;
• p is at each occurrence independently 0 or 1;
• R2 is at each occurrence independently selected from the group consisting of:
• hydrogen;
• deuterium;
• N(R5)2;
• OR5;
• Si(R5)3;
• B(OR5)2;
• OSOR5;
• 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;
• 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;
• 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;
• 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 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 substituted by deuterium, CN, CF3, or F;
• C1-C5-alkoxy,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C1-C5-thioalkoxy,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C2-C5-alkenyl,
• wherein optionally one or more hydrogen atoms are independently substituted by deuterium, CN, CF3, or F;
• C2-C5-alkynyl,
• wherein optionally one or more hydrogen atoms are independently 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);
• wherein
• adjacent groups R2 are optionally bonded to each other to form an aryl or heteroaryl ring, which is optionally substituted with one or more C1-C5-alkyl substituents, deuterium, halogen, CN or CF3;
• and
• two atoms from among X and Y in the second chemical moiety and X and Y in the third chemical moiety are B and a remaining two atoms are N;
• and
• two adjacent substituents selected from the group consisting of:
• RI and RII,
• RII and RIII, and
• RIV and RV
• represent the binding sites of single bonds linking the first chemical moiety to the second chemical moiety to form a ring, and
• two adjacent substituents selected from the group consisting of:
• RVI and RVII,
• RVII and RVIII, and
• RIX and RX
• represent the binding sites of single bonds linking the first chemical moiety to the third chemical moiety to form a ring.