Organic electroluminescent materials and devices

Patent metadata

Field	Value
Publication number	US-10897016-B2
Application number	US-201715789096-A
Country	US
Kind code	B2
Filing date	Oct 20, 2017
Priority date	Nov 14, 2016
Publication date	Jan 19, 2021
Grant date	Jan 19, 2021

Abstract

A compound useful as a host material in an OLED is provided. The compound includes at least one chemical group selected from the group consisting of triphenylene, carbazole, indolocarbazole, dibenzothiphene, dibenzofuran, dibenzoselenophene, aza-triphenylene, azacarbazole, aza-indolocarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene; wherein the compound is substituted by at least one R selected from the group consisting of alkyl, cycloalkyl, spiroalkyl, partially or fully deuterated variants thereof, partially or fully fluorinated variants thereof, and combination thereof.

First claim

We claim:

1. A compound, wherein the compound has a structure selected from

wherein R 1 to R 5 each independently represents mono to the possible maximum number of substitution, or no substitution;
wherein R 1 to R 6 each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein L is an organic linker or a direct bond;
wherein at least one of R 1 , R 2 , R 3 , R 4 , and R 5 is an R;
wherein R is selected from the group consisting of partially or fully deuterated alkyl, partially or fully fluorinated alkyl, cycloalkyl, partially or fully deuterated cycloalkyl, partially or fully fluorinated cycloalkyl, spiroalkyl, partially or fully deuterated spiroalkyl, partially or fully fluorinated spiroalkyl, and combination thereof; and
X 1 is S, O, or Se.

2. The compound of claim 1 , wherein the compound has the structure

and X 1 is S.

3. The compound of claim 1 , wherein the compound has the structure

and X 1 is O.

4. The compound of claim 1 , wherein the compound has the structure

and X 1 is Se.

5. The compound of claim 1 , wherein the compound has the structure

and at least one R 1 is R.

6. The compound of claim 1 , wherein the compound has the structure

and at least one R 2 is R.

7. The compound of claim 1 , wherein the compound has the structure

and at least one R 3 is R.

8. The compound of claim 1 , wherein the compound has the structure

and at least one R 4 is R.

9. The compound of claim 1 , wherein the compound has the structure

and at least one R 5 is R.

10. The compound of claim 1 , wherein the compound has the structure

11. The compound of claim 1 , wherein the at least one R contains at least two carbon atoms.

12. The compound of claim 1 , wherein the at least one R contains at least three carbon atoms.

13. The compound of claim 1 , wherein the at least one R contains at least four carbon atoms.

14. The compound of claim 1 , wherein the at least one R contains at least six carbon atoms.

15. The compound of claim 1 , wherein the at least one R comprises at least one cycloalkyl or spiroalkyl.

16. The compound of claim 1 , wherein the at least one R is CD 3 .

17. The compound of claim 1 , wherein R comprises a moiety selected from the group consisting of partially or fully deuterated alkyl, partially or fully fluorinated alkyl, and combinations thereof.

18. The compound of claim 1 , wherein R comprises a moiety selected from the group consisting of cycloalkyl, partially or fully deuterated cycloalkyl, partially or fully fluorinated cycloalkyl, and combinations thereof.

19. The compound of claim 1 , wherein R comprises a moiety selected from the group consisting of spiroalkyl, partially or fully deuterated spiroalkyl, partially or fully fluorinated spiroalkyl, and combination thereof.

20. The compound of claim 1 , wherein the compound is selected from the group consisting of:

Assignees

• Universal Display Corp

Inventors

• Ma Bin
• Deangelis Alan

Classifications

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• C07D333/76 Primary

  Dibenzothiophenes · CPC title

• C07D409/14 Primary

  containing three or more hetero rings · CPC title

• C07D495/04

  Ortho-condensed systems · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title