IP Library Granted Patent US 10,000,462
Granted Patent B2
US 10,000,462 · App. 14/618,597 · Granted Jun 19, 2018

Optoelectronic material and organic optoelectronic device and image sensor

Inventors: Yeong Suk Choi (Suwon-si, KR); Kwang Hee Lee (Yongin-si, KR); Seon-Jeong Lim (Yongin-si, KR)
Assignee: Samsung Electronics Co., Ltd.
C07D333/24C07D333/18C07D409/14C07D495/04H01L27/307H01L51/008H01L51/0036H01L51/0043H01L51/0068H01L51/42
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Quick Facts
Patent No.
US 10,000,462
App. No.
14/618,597
Granted
Jun 19, 2018
Kind
B2
Abstract

An optoelectronic material includes a first organic molecule and a second organic molecule crosslinked with each other, the first organic molecule and the second organic molecule having wavelength selectivity in a visible ray region.

Claims (47)

1. An optoelectronic material comprising a first organic molecule and a second organic molecule that are independently represented by the following Chemical Formula 1:

wherein, in Chemical Formula 1,

T 1 , T 2 , T 3 , T 4 , and T 5 are independently a substituted or unsubstituted thiophene moiety,

n1 to n5 are independently 0 or 1,

at least one of n1 to n5 is 1, and

R 1 is represented by the following Chemical Formula A and R 2 is represented by the following Chemical Formula B, respectively,

wherein, in Chemical Formulae A and B,

X 3 to X 8 are independently hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a cyano group, or a combination thereof, and

wherein one of T 1 , T 2 , T 3 , T 4 , and T 5 of the first organic molecule are linked with one of T 1 , T 2 , T 3 , T 4 , and T 5 of the second organic molecule.

2. The optoelectronic material of claim 1 , wherein the optoelectronic material is represented by one of the following Chemical Formulae 1a to 1m:

wherein, in the above Chemical Formulae 1a to 1m,

R l , R 2 , T 1 , T 2 , T 3 , T 4 , T 5 , n1 to n5 are defined as in claim 1 .

3. The optoelectronic material of claim 1 , wherein the T 1 , T 2 , T 3 , T 4 , and T 5 are independently selected from groups listed in the following Group 1:

wherein, in Group 1,

each of R 11 to R 26 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 3 to C 30 heteroaryl group, a substituted or unsubstituted C 1 to C 30 alkoxy group, and a combination thereof, or a point linked with the first organic molecule or the second organic molecule.

4. The optoelectronic material of claim 3 , wherein the one of R 11 to R 26 of T 1 , T 2 , T 3 , T 4 , and T 5 of the first organic molecule is linked with one of R 11 to R 26 of T 1 , T 2 , T 3 , T 4 , and T 5 of the second organic molecule.

5. The optoelectronic material of claim 1 , wherein the first organic molecule and the second organic molecule are independently represented by the following Chemical Formula 2:

wherein, in Chemical Formula 2,

each of T 1 , T 2 , T 3 , T 4 , T 5 ,

and n1 to n5

are defined as in claim 1 , and

X 3 to X 8 are independently hydrogen, a substituted or unsubstituted C 1 -C 30 alkyl group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 3 -C 30 heteroaryl group, a substituted or unsubstituted C 1 -C 30 alkoxy group, a cyano group, or a combination thereof, provided that at least one of X 3 to X 8 is a cyano group.

6. The optoelectronic material of claim 1 , wherein the first organic molecule and the second organic molecule are independently represented by one of the following Chemical Formulae 2a to 2c:

[Chemical Formula 2a]

7. The optoelectronic material of claim 6 , wherein the optoelectronic material is represented by one of the following Chemical Formulae 2aa to 2cb:

8. The optoelectronic material of claim 1 , wherein the first organic molecule and the second organic molecule absorb light in one of a blue wavelength region, a red wavelength region, and a green wavelength region.

9. The optoelectronic material of claim 8 , wherein

the blue wavelength region has a maximum absorption wavelength (λ max ) at greater than or equal to about 400 nm and less than about 500 nm,

the red wavelength region has a maximum absorption wavelength (λ max ) at greater than about 580 nm and less than or equal to about 700 nm, and

the green wavelength region has a maximum absorption wavelength (λ max ) at about 500 nm to about 580 nm.

10. The optoelectronic material of claim 1 , wherein the first organic molecule and the second organic molecule are the same compound.

11. The optoelectronic material of claim 1 , wherein the optoelectronic material has a bandgap of about 1.9 to about 2.8 eV.

12. An organic optoelectronic device comprising:

an anode and a cathode facing each other; and

an active layer between the anode and the cathode, the active layer including the optoelectronic material of claim 1 .

13. The organic optoelectronic device of claim 12 , wherein the organic optoelectronic device selectively absorbs light in a green wavelength region.

14. The organic optoelectronic device of claim 12 , wherein the active layer further comprises a compound represented by the following Chemical Formula 3:

wherein, in the above Chemical Formula 3,

each of R a to R 1 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 30 alkyl group, a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 3 to C 30 heteroaryl group, a halogen, a halogen-containing group, and a combination thereof, and

X is an anion.

15. The organic optoelectronic device of claim 14 , wherein the compound represented by the above Chemical Formula 3comprises at least one of compounds represented by the following Chemical Formulae 3a to 3e:

16. An image sensor comprising the organic optoelectronic device of claim 12 .

17. The image sensor of claim 16 , wherein the image sensor comprises:

a semiconductor substrate integrated with a plurality of a first photo-sensing devices sensing light in a blue wavelength region and a plurality of a second photo-sensing device sensing light in a red wavelength region;

a color filter layer on the semiconductor substrate, the color filter layer including a blue filter that selectively absorbs light in a blue wavelength region and a red filter that selectively absorbs light in a red wavelength region; and

the organic optoelectronic device on the color filter layer.

18. The image sensor of claim 16 , wherein the organic optoelectronic device selectively absorbs light in a green wavelength region.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2015
From: CHOI, YEONG SUK; LEE, KWANG HEE; LIM, SEON-JEONG
To: SAMSUNG ELECTRONICS CO., LTD.
Reel/Frame 034932/0668 →
Priority Claims (1)
KR 10-2014-0055668 · May 9, 2014 · national
Continuity (1)
Related Publication 20150325797A1 · Nov 12, 2015