IP Library Granted Patent US 9,732,099
Granted Patent B1
US 9,732,099 · App. 15/501,260 · Granted Aug 15, 2017

Organic electroluminescent compounds and organic electroluminescent devices comprising the same

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,732,099
App. No.
15/501,260
Granted
Aug 15, 2017
Kind
B1
Abstract

The present invention relates to an organic electroluminescent compound and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present invention, it is possible to produce an organic electroluminescent device having low driving voltage and excellent luminous efficiency such as current efficiency and power efficiency, emitting color of high purity, and having improved lifespan.

Claims (19)

1. An organic electroluminescent compound represented by the following formula 1:

wherein

W represents O or S;

X represents O, S or NR 11 ;

R 1 to R 11 each independently represent hydrogen, deuterium, a halogen, a cyano group, a substituted or unsubstituted (C1-C30)alkyl group, a substituted or unsubstituted (C6-C30)aryl group, a substituted or unsubstituted 3- to 30-membered heteroaryl group, a substituted or unsubstituted (C3-C30)cycloalkyl group, a substituted or unsubstituted (C1-C30)alkoxy group, a substituted or unsubstituted tri(C1-C30)alkylsilyl group, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl group, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl group, a substituted or unsubstituted tri(C6-C30)arylsilyl group, a substituted or unsubstituted mono- or di-(C1-C30)alkylamino group, a substituted or unsubstituted mono- or di-(C6-C30)arylamino group, or a substituted or unsubstituted (C1-C30)alkyl(C6-C30)arylamino group; or are linked to an adjacent substituent(s) to form a substituted or unsubstituted mono- or polycyclic, (C3-C30) alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one hetero atom selected from nitrogen, oxygen, and sulfur; and

the heteroaryl group contains at least one hetero atom selected from B, N, O, S, Si, and P.

2. The organic electroluminescent compound according to claim 1 , wherein the substituents of the substituted alkyl group, the substituted aryl group, the substituted heteroaryl group, the substituted cycloalkyl group, the substituted alkoxy group, the substituted trialkylsilyl group, the substituted dialkylarylsilyl group, the substituted alkyldiarylsilyl group, the substituted triarylsilyl group, the substituted mono- or di-alkylamino group, the substituted mono- or di-arylamino group, the substituted alkylarylamino group, and the substituted mono- or polycyclic, alicyclic or aromatic ring in R 1 to R 11 each independently are at least one selected from the group consisting of deuterium, a halogen, a cyano, a carboxyl, a nitro, a hydroxyl, a (C1-C30)alkyl, a halo(C1-C30)alkyl, a (C1-C30)alkoxy, a (C1-C30)alkylthio, a (C3-C30)cycloalkyl, a 3- to 7-membered heterocycloalkyl, a (C6-C30)aryloxy, a (C6-C30)arylthio, a 3- to 30-membered heteroaryl unsubstituted or substituted with a (C6-C30)aryl, a (C6-C30)aryl unsubstituted or substituted with a 3- to 30-membered heteroaryl, a tri(C1-C30)alkylsilyl, a tri(C6-C30)arylsilyl, a di(C1-C30)alkyl(C6-C30)arylsilyl, a (C1-C30)alkyldi(C6-C30)arylsilyl, an amino, a mono- or di-(C1-C30)alkylamino, a mono- or di-(C6-C30)arylamino, a (C1-C30)alkyl(C6-C30)arylamino, a (C1-C30)alkylcarbonyl, a (C1-C30)alkoxycarbonyl, a (C6-C30)arylcarbonyl, a di(C6-C30)arylboronyl, a di(C1-C30)alkylboronyl, a (C1-C30)alkyl(C6-C30)arylboronyl, a (C6-C30)aryl(C1-C30)alkyl, and a (C1-C30)alkyl(C6-C30)aryl.

3. The organic electroluminescent compound according to claim 1 , wherein

W represents O or S;

X represents O, S or NR 11 ;

R 1 to R 10 each independently represent hydrogen, or a substituted or unsubstituted (C6-C18)aryl group; or are linked to an adjacent substituent(s) to form a substituted or unsubstituted, mono- or polycyclic (C6-C20) alicyclic or aromatic ring; and

R 11 represents a substituted or unsubstituted (C6-C18)aryl group, or a substituted or unsubstituted 5- to 20-membered heteroaryl group.

4. The organic electroluminescent compound according to claim 1 , wherein

W represents O or S;

X represents O, S or NR 11 ;

R 1 to R 10 each independently represent hydrogen, or a (C6-C18)aryl unsubstituted or substituted with a (C6-C18)aryl group or a 5- to 20-membered heteroaryl group; or are linked to an adjacent substituent(s) to form a mono- or polycyclic (C6-C20) aromatic ring unsubstituted or substituted with a (C6-C12)aryl group; and

R 11 represents a (C6-C18)aryl group which is unsubstituted or substituted with a (C6-C18)aryl group or a 5- to 20-membered heteroaryl group, or a 5- to 20-membered heteroaryl group which is unsubstituted or substituted with a (C6-C18)aryl group or a 5- to 20-membered heteroaryl group.

5. The organic electroluminescent compound according to claim 1 , wherein the compound represented by formula 1 is selected from the group consisting of:

6. An organic electroluminescent device comprising the compound according to claim 1 .

Assignments (2)
CHANGE OF NAME Recorded Oct 17, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS KOREA LTD
To: DUPONT SPECIALTY MATERIALS KOREA LTD
Reel/Frame 069185/0438 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 30, 2017
From: JUN, JI-SONG; CHO, SANG HEE; PARK, KYOUNG-JIN
To: ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.
Reel/Frame 042530/0110 →