IP Library › Granted Patent US 9,653,690
Granted Patent B2
US 9,653,690 · App. 14/820,805 · Granted May 16, 2017

Organic compound, organic optoelectronic device and display device

Inventors: Han-Ill Lee (Suwon-si, KR); Eun-Sun Yu (Suwon-si, KR); Dong-Min Kang (Suwon-si, KR); Eui-Su Kang (Suwon-si, KR); Soo-Hyun Min (Suwon-si, KR); Yong-Tak Yang (Suwon-si, KR); Jae-Jin Oh (Suwon-si, KR); Dong-Kyu Ryu (Suwon-si, KR); Sang-Shin Lee (Suwon-si, KR); Yu-Na Jang (Suwon-si, KR); Soo-Young Jeong (Suwon-si, KR); Young-Kyoung Jo (Suwon-si, KR); Su-Jin Han (Suwon-si, KR); Jin-Seok Hong (Suwon-si, KR)
Assignee: SAMSUNG SDI CO., LTD.
H01L51/0067C07D307/77C07D307/91C07D307/93C07D333/78C07D405/04C07D405/10C07D405/14C07D407/04C07D409/04C07D409/10C07D409/14C09K11/06H01L51/0052H01L51/0072H01L51/0073H01L51/0074C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/1088C09K2211/1092C09K2211/185H01L51/5016H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5096
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Quick Facts
Patent No.
US 9,653,690
App. No.
14/820,805
Granted
May 16, 2017
Kind
B2
Abstract

An organic compound represented by Chemical Formula 1, an organic optoelectric device including the organic compound, and a display device are disclosed.

Claims (57)

1. An organic compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,

X is O, S, Se, SO, SO 2 , PO, or CO,

Y is a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, or a combination thereof,

L is a single bond, a substituted or unsubstituted C1 to C30 alkylene group, a substituted or unsubstituted C3 to C30 cycloalkylene group, a substituted or unsubstituted C3 to C30 heterocycloalkylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C6 to C30 aryleneamine group, a substituted or unsubstituted C6 to C30 heteroaryleneamine group, a substituted or unsubstituted C1 to C30 alkoxylene group, a substituted or unsubstituted C1 to C30 aryloxylene group, a substituted or unsubstituted C2 to C30 alkenylene group, a substituted or unsubstituted C2 to C30 alkynylene group, or a combination thereof,

R a and R b are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

R 1 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxycarbonyl group, a substituted or unsubstituted C2 to C30 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C30 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C30 sulfamoylamino group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted silyloxy group, a substituted or unsubstituted C1 to C30 acyl group, a substituted or unsubstituted C1 to C20 acyloxy group, a substituted or unsubstituted C1 to C20 acylamino group, a substituted or unsubstituted C1 to C30 sulfonyl group, a substituted or unsubstituted C1 to C30 alkylthiol group, a substituted or unsubstituted C1 to C30 heterocyclothiol group, a substituted or unsubstituted C6 to C30 arylthiol group, a substituted or unsubstituted C1 to C30 heteroarylthiol group, a substituted or unsubstituted C1 to C30 ureide group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof.

2. The organic compound as claimed in claim 1 , wherein the Y is selected from substituted or unsubstituted functional groups listed in Group 1:

wherein, in Group 1,

W is N, O, S, SO, SO 2 , CR c , CR d R e , SiR f , or SiR g R h ,

Z is N, C or CR i ,

wherein R c to R i are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C2 to C30 alkoxycarbonyl group, a substituted or unsubstituted C2 to C30 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C30 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C30 sulfamoylamino group, a substituted or unsubstituted C2 to C30 alkenyl group, a substituted or unsubstituted C2 to C30 alkynyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted silyloxy group, a substituted or unsubstituted C1 to C30 acyl group, a substituted or unsubstituted C1 to C20 acyloxy group, a substituted or unsubstituted C1 to C20 acylamino group, a substituted or unsubstituted C1 to C30 sulfonyl group, a substituted or unsubstituted C1 to C30 alkylthiol group, a substituted or unsubstituted C1 to C30 heterocyclothiol group, a substituted or unsubstituted C6 to C30 arylthiol group, a substituted or unsubstituted C1 to C30 heteroarylthiol group, a substituted or unsubstituted C1 to C30 ureide group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof, and

* is a linking point, and is positioned at one of elements consisting of the functional group.

3. The organic compound as claimed in claim 2 , wherein the Y is represented by one of Chemical Formulae A1 to A8:

wherein, in Chemical Formulae A1 to A8,

R 100 to R 104 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

* is a linking point.

4. The organic compound as claimed in claim 2 , wherein the Y is represented by one of Chemical Formulae A23 to A32:

wherein, in Chemical Formulae A23 to A32,

R 104 to R 113 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

* is a linking point.

5. The organic compound as claimed in claim 2 , wherein the Y is represented by one of Chemical Formulae A33 to A35:

wherein, in Chemical Formulae A33 to A35,

R 104 to R 117 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

* is a linking point.

6. The organic compound as claimed in claim 2 , wherein the Y is represented by one of Chemical Formulae A36 to A41:

wherein, in Chemical Formulae A36 to A41,

W1 is N, CR c or SiR f ,

W2 is O, S, SO, SO 2 , CR d R e or SiR g R h ,

Ar is a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C3 to C30 heteroarylene group, a substituted or unsubstituted C6 to C30 aryleneamine group, a substituted or unsubstituted C6 to C30 heteroaryleneamine group, a substituted or unsubstituted C1 to C30 aryloxylene group, or a combination thereof,

R 114 to R 120 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

* is a linking point.

7. The organic compound as claimed in claim 2 , wherein the Y is represented by one of Chemical Formulae A42 to A50:

wherein, in Chemical Formulae A42 to A50,

R 122 to R 131 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and

* is a linking point.

8. The organic compound as claimed in claim 2 , wherein the Y is a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted triphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted benzopyridinyl group, a substituted or unsubstituted benzoimidazolyl group or a substituted or unsubstituted benzofuranyl group.

9. The organic compound as claimed in claim 1 , wherein the L is a single bond or selected from substituted or unsubstituted linking groups listed in Group 2:

wherein, the R 11 to R 38 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, a substituted or unsubstituted C1 to C30 alkoxy group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof, and

* is a linking point.

10. The organic compound as claimed in claim 1 , which is listed in Group 3:

11. An organic optoelectric device comprising

an anode and a cathode facing each other,

at least one organic layer between the anode and the cathode,

wherein the organic layer comprises the organic compound as claimed in claim 1 .

12. The organic optoelectric device as claimed in claim 11 , wherein the organic layer comprises an emission layer, and

the emission layer comprises the organic compound.

13. The organic optoelectric device as claimed in claim 12 , wherein

the organic compound is included in the emission layer as a host.

14. The organic optoelectric device as claimed in claim 11 , wherein the organic layer comprises at least one auxiliary layer selected from a hole injection layer, a hole transport layer, an electron blocking layer, an electron transport layer, an electron injection layer, and a hole blocking layer, and

the auxiliary layer comprises the organic compound.

15. A display device comprising the organic optoelectric device as claimed in claim 11 .

16. The organic compound as claimed in claim 1 , wherein Y is a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted C6 to C30 heteroarylamine group, or a combination thereof.

17. An organic optoelectric device, comprising

an anode and a cathode facing each other,

at least one organic layer between the anode and the cathode,

wherein the organic layer includes one of the following Compounds 1 to 90:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 7, 2015
From: LEE, HAN-ILL; YU, EUN-SUN; KANG, DONG-MIN; KANG, EUI-SU; MIN, SOO-HYUN; YANG, YONG-TAK; OH, JAE-JIN; RYU, DONG-KYU; LEE, SANG-SHIN; JANG, YU-NA; JEONG, SOO-YOUNG; JO, YOUNG-KYOUNG; HAN, SU-JIN; HONG, JIN-SEOK
To: SAMSUNG SDI CO., LTD.
Reel/Frame 036276/0511 →
Priority Claims (1)
KR 10-2013-0067929 · Jun 13, 2013 · national
Continuity (2)
Continuation In Part PCTKR2013007166 · Aug 8, 2013
Related Publication 20150349270A1 · Dec 3, 2015