Organic electroluminescent materials and devices

Patent metadata

Field	Value
Publication number	US-9647218-B2
Application number	US-201414464430-A
Country	US
Kind code	B2
Filing date	Aug 20, 2014
Priority date	Nov 14, 2013
Publication date	May 9, 2017
Grant date	May 9, 2017

Abstract

A compound having the structure of Formula 1,

as well as, a first device and a formulation including the same are disclosed. In the structure of Formula 1:
R 5 is

and
(a) at least one of R 1 -R 4 is

or (b) R 1 is

In addition, R 1 , R 2 , R 3 , R 4 , A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , B 1 , B 2 , B 3 , B 4 , B 5 , B 6 , B 7 , B 8 , B 9 , B 10 , Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 , Y 8 , Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , Z 6 , Z 7 , and Z 8 , are each independently selected from a variety of substituents, where adjacent A, B, Y, and Z groups are, optionally, joined to form a fused ring structure. Finally, X includes an acceptor group selected from —C m F 2m+1 , —Si m F 2m+1 , —NCO, —NCS, —OCN, —SCN, —OC m F 2m+1 , and —SC m F 2m+1 .

First claim

We claim:

1. A compound comprising a structure according to Formula 1:

wherein R 5 is

and
wherein (a) at least one of R 1 -R 4 is

or (b) R 1 is

wherein R 1 , R 2 , R 3 , R 4 , A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , B 1 , B 2 , B 3 , B 4 , B 5 , B 6 , B 7 , B 8 , B 9 , B 10 , Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 , Y 8 , Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , Z 6 , Z 7 , and Z 8 , are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, —C m F 2m+1 , —Si m F 2m+1 , —NCO, —NCS, —OCN, —SCN, —OC m F 2m+1 , —SC m F 2m+1 , and combinations thereof;
wherein m≧1;
wherein adjacent A, B, Y, and Z groups are, optionally, joined to form a fused ring structure; and
wherein X comprises an acceptor group selected from the group consisting of —C m F 2m+1 , —Si m F 2m+1 , —NCO, —NCS, —OCN, —SCN, —OC m F 2m+1 , and —SC m F 2m+1 .

2. The compound of claim 1 , wherein R 5 is

and at least one of R 1 -R 4 is

3. The compound according to claim 2 , wherein at least two of R 1 -R 4 are

4. The compound of claim 2 , wherein at least one of R 1 -R 4 comprises an acceptor group selected from the group consisting of —C m F 2m+1 , —Si m F 2m+1 , —NCO, —NCS, —OCN, —SCN, —OC m F 2m+1 , and —SC m F 2m+1 .

5. The compound of claim 2 , wherein at least one of R 1 -R 4 is an electron withdrawing group with a Hammett value (σ para ) of at least 0.05.

6. The compound of claim 2 , wherein the compound is selected from the group consisting of:

Assignees

• Universal Display Corp

Inventors

• Kwong Raymond
• Lam Siu Tung
• Lee Chi Hang

Classifications

• H01L51/0074

  Electricity · mapped topic

• H01L51/5016

  Electricity · mapped topic

• H01L51/0059

  Electricity · mapped topic

• H01L51/0072 Primary

  Electricity · mapped topic

• H10K50/00

  Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36) · CPC title