IP Library › Granted Patent US 10,230,059
Granted Patent B2
US 10,230,059 · App. 15/168,968 · Granted Mar 12, 2019

Organic compound and organic thin film and electronic device

Inventors: Suk Gyu Hahm (Gyungju-si, KR); Jeong Il Park (Seongnam-si, KR); Jiyoung Jung (Seoul, KR); Ajeong Choi (Suwon-si, KR)
Assignee: Samsung Electronics Co., Ltd.
H01L51/0074C07D495/22H01L51/0071H01L51/0072H01L51/0073H01L51/0558Y02E10/549
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Quick Facts
Patent No.
US 10,230,059
App. No.
15/168,968
Granted
Mar 12, 2019
Kind
B2
Abstract

An organic compound is represented by Chemical Formula 1, and an organic thin film, a thin film transistor, and an electronic device includes the organic compound.

Claims (45)

1. An organic compound represented by Chemical Formula 1:

wherein in Chemical Formula 1,

each of A and B are independently one of a substituted or unsubstituted C 6 to C 30 arylene group, a divalent substituted or unsubstituted C 2 to C 30 heterocyclic group, and a combination thereof,

each of Z 1 to Z 6 are independently one of hydrogen, a C 1 to C 10 haloalkyl group, and a halogen, provided that at least one of Z 1 to Z 6 is one of a C 1 to C 10 haloalkyl group and a halogen,

each of n 1 and n 2 are independently an integer of 0 to 5, and

L is a condensed polycyclic group including 6 or more fused rings and a group represented by Chemical Formula 2,

wherein, in Chemical Formula 2,

each of Ar 1 and Ar 2 are independently one of a substituted or unsubstituted five-membered ring and a substituted or unsubstituted six-membered ring,

Ar 3 is one of

each of X 1 to X 2 are independently one of O, Se, Te, and NR a ,

each of X 3 to X 4 are independently one of O, S, Se, Te, and NR a ,

each of R 1 , R 2 , R a , R x and R y are independently one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 7 to C 30 arylalkyl group, a substituted or unsubstituted C 1 to C 30 heteroalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocyclic group, a substituted or unsubstituted C 2 to C 30 lalkenyl group, a substituted or unsubstituted C 2 to C 30 alkynyl group, a hydroxy group, a halogen, and a combination thereof,

each of a and b are independently an integer ranging from 1 to 3, and

* is a linking point,

when in Chemical Formula 2, Ar 3 is

 and a=b=1, the L is a group represented by Chemical Formula 3:

wherein, in Chemical Formula 3,

Ar 1 , Ar 2 , X 1 to X 4 , R 1 , R 2 and * are the same as defined in Chemical Formula 2.

2. The organic compound of claim 1 , wherein each of the Ar 1 and Ar 2 groups are independently one of a substituted or unsubstituted benzene ring and a substituted or unsubstituted heterocyclic group.

3. The organic compound of claim 1 , wherein each of the Ar 1 and Ar 2 groups are a substituted or unsubstituted benzene ring.

4. The organic compound of claim 3 , wherein a and b satisfy one of a=b=1 and a=b=2.

5. The organic compound of claim 1 , wherein the L is represented by one of the following compounds of Group 1:

wherein, in Group 1,

each of X 1 to X 2 are independently one of O, Se, Te, and NR a ,

each of X 3 to X 4 are independently one of O, S, Se, Te, and NR a ,

each of R 1 to R 12 and R a are independently one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 7 to C 30 arylalkyl group, a substituted or unsubstituted C 1 to C 30 heteroalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocyclic group, a substituted or unsubstituted C 2 to C 30 alkenyl group, a substituted or unsubstituted C 2 to C 30 alkynyl group, a hydroxy group, a halogen, and a combination thereof, and

* is a linking point.

6. The organic compound of claim 1 , wherein each of A and B is represented by one of the following compounds of Group 2:

wherein, in Group 2,

each of X 21 to X 23 are independently one of O S, Se, Te, and NR a , each of R 21 to R 26 and R a are independently one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 7 to C 30 arylalkyl group, a substituted or unsubstituted C 1 to C 30 heteroalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocyclic , group, a substituted or unsubstituted C 2 to C 30 alkenyl group, a substituted or unsubstituted C 2 to C 30 alkynyl group, a hydroxy group, a halogen, and a combination thereof, and

* is a linking point.

7. The organic compound of claim 1 , wherein each of the Z 1 to Z 6 groups are independently a halogen.

8. The organic compound of claim 1 , wherein the organic compound is represented by one of the following compounds of Group 3:

wherein, in Group 3,

each of X 1 to X 2 are independently one of O, Se, Te, and NR a ,

each of X 3 to X 4 are independently one of O, S, Se, Te, and NR a ,

R a is one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 3 to C 30 cycloalkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 7 to C 30 arylalkyl group, a substituted or unsubstituted C 1 to C 30 heteroalkyl group, a substituted or unsubstituted C 2 to C 30 heterocycloalkyl group, a substituted or unsubstituted C 2 to C 30 heterocyclic group, a substituted or unsubstituted C 2 to C 30 alkenyl group, a substituted or unsubstituted C 2 to C 30 alkynyl group, a hydroxy group, a halogen, and a combination thereof.

9. An organic thin film comprising the organic compound of claim 1 .

10. A thin film transistor comprising:

a gate electrode;

an organic semiconductor overlapping the gate electrode, the organic semiconductor including the organic compound of claim 1 ; and

a source electrode and a drain electrode electrically connected to the organic semiconductor.

11. An electronic device comprising the thin film transistor of claim 10 .

12. The electronic device of claim 11 , wherein the electronic device includes one of a solar cell, a liquid crystal display, an organic light emitting device, an electrophoretic device, an organic photoelectric device, and an organic sensor.

13. An electronic device comprising the organic thin film of claim 9 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 6, 2016
From: HAHM, SUK GYU; PARK, JEONG IL; JUNG, JIYOUNG; CHOI, AJEONG
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 038809/0961 →
Priority Claims (2)
KR 10-2015-0087513 · Jun 19, 2015 · national
KR 10-2016-0061613 · May 19, 2016 · national
Continuity (1)
Related Publication 20160372686A1 · Dec 22, 2016