Organic electroluminescent materials and devices
US-2019074449-A1 · Mar 7, 2019 · US
US12016242B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12016242-B2 |
| Application number | US-202117191837-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 4, 2021 |
| Priority date | Jan 5, 2021 |
| Publication date | Jun 18, 2024 |
| Grant date | Jun 18, 2024 |
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A heterocyclic compound containing heteroatom substituted fluorene is provided in the present disclosure. The heterocyclic compound includes a structure: Y1 is selected from O or S; X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are independently selected from CR a or N; X 9 , X 10 , X 11 , X 12 , X 13 , X 14 , X 15 , X 16 , X 17 , X 18 , X 19 , X 20 , X 21 , X 22 , X 23 , and X 24 are independently selected from CR 1 or N; R a is independently selected from hydrogen, deuterium, tritium, halogen, nitrile, cyano, nitro, hydroxyl, carbonyl, ester, carboxyl, imide, amide, C1-C20 alkoxy, C1-C20 alkyl, C3-C20 cycloalkyl, C2-C20 alkenyl, C3-C20 cycloalkenyl, silyl, boron, phosphine oxide, phosphine, sulfonyl, amine, C6-C30 aryl, C3-C30 heteroaryl, or a ring structure; Y 2 , and Y 3 are independently selected from O, S or NR 2 ; Ar 1 and Ar 2 are independently selected from aryl or heteroaryl; and R 1 and R 2 are independently selected from hydrogen, deuterium, C1-C20 alkyl, C6-C30 aryl, or C3-C30 heteroaryl.
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What is claimed is: 1. A heterocyclic compound, having a structure shown in formula I, comprising: wherein: Y1 is selected from 0 or S; X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are independently selected from CR a or N, and at least one of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 is N; X 9 , X 10 , X 11 , X 12 , X 13 , X 14 , X 15 , X 16 , X 17 , X 18 , X 19 , X 20 , X 21 , X 22 , X 23 , and X 24 are independently selected from CR 1 or N; when there are a plurality of CR a in X 1 -X 8 , R a are same or different; and R a is independently selected from hydrogen, deuterium, tritium, halogen, nitrile, cyano, nitro, hydroxyl, carbonyl, ester, carboxyl, imide, amide, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C3-C20 cycloalkenyl, substituted or unsubstituted silyl, substituted or unsubstituted boron, substituted or unsubstituted phosphine oxide, substituted or unsubstituted phosphine, substituted or unsubstituted sulfonyl, substituted or unsubstituted amine, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, or a ring structure formed by bonding adjacent groups; Y2, and Y3 are independently selected from O, S or NR 2 ; Ar 1 and Ar 2 are independently selected from substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and R 1 and R 2 are independently selected from hydrogen, deuterium, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl. 2. The heterocyclic compound according to claim 1 , wherein: Ar 1 and Ar 2 are independently selected from phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, fluoranthyl, triphenyl, pyrrolyl, pyranyl, thienyl, pyridyl, pyrimidinyl, triazinyl, benzofuranyl, benzothienyl, dibenzofuranyl, or dibenzothienyl. 3. The heterocyclic compound according to claim 2 , wherein Ar 1 and Ar 2 are independently selected from any one of following structures: wherein # denotes a connection location. 4. The heterocyclic compound according to claim 1 , wherein: Y2 and Y3 are independently selected from O, S, or NR 2 , wherein R 2 is selected from phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, pyrenyl, fluoranthyl, triphenyl, pyrrolyl, pyranyl, thienyl, pyridyl, pyrimidinyl, triazinyl, benzofuranyl, benzothienyl, dibenzofuranyl, or dibenzothienyl. 5. The heterocyclic compound according to claim 1 , wherein: in the structure in the formula I, X 9 , X 10 , X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 are independently selected from CR 1 or N, and at least one of X 9 , X 10 , X 11 , X 12 , X 13 , X 14 , X 15 , and X 16 is N; and R 1 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl. 6. The heterocyclic compound according to claim 5 , wherein: the structure of is selected from any one of following structures: 7. The heterocyclic compound according to claim 1 , wherein: the structure of is selected from: 8. The heterocyclic compound according to claim 1 , wherein: in the structure in the formula I, X 17 , X 18 , X 19 , X 20 , X 21 , X 22 , X 23 , and X 24 are independently selected from CR 1 or N, and at least one of X 17 , X 18 , X 19 , X 20 , X 21 , X 22 , X 23 , and X 24 is N; and R 1 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C3-C30 heteroaryl. 9. The heterocyclic compound according to claim 8 , wherein: the structure of is selected from any one of following structures: 10. The heterocyclic compound according to claim 1 , wherein: the structure of is selected from: 11. The heterocyclic compound according to claim 1 , wherein: any 1 to 6 of X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 are N. 12. The heterocyclic compound according to claim 1 , wherein: the structure of is selected from any one of following structures: 13. The heterocyclic compound according to claim 12 , wherein: the structure of is selected from any one of following structures: 14. The heterocyclic compound according to claim 1 , wherein: the structure of is selected from any one of following structures: 15. The heterocyclic compound according to claim 14 , wherein: the structure of is selected from any one of following structures: 16. The heterocyclic compound according to claim 1 , wherein: the structure of is selected from any one of following structures: 17. The heterocyclic compound according to claim 16 , wherein: the structure of is selected from any one of following structures:
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