Compound for organic photoelectric device, and organic photoelectric device and image sensor including the same

Patent metadata

Field	Value
Publication number	US-9786847-B2
Application number	US-201514942562-A
Country	US
Kind code	B2
Filing date	Nov 16, 2015
Priority date	Nov 25, 2014
Publication date	Oct 10, 2017
Grant date	Oct 10, 2017

Abstract

A compound for an organic photoelectric device is represented by Chemical Formula 1, and an organic photoelectric device, an image sensor, and an electronic device include the same.

First claim

What is claimed is:

1. A compound for an organic photoelectric device represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
X is,
each of Ar 1 and Ar 2 are independently one of a substituted or unsubstituted C 6 to C 30 aryl group and a substituted or unsubstituted C 4 to C 20 heteroaryl group,
each of R 1 and R 2 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 6 alkyl group, a substituted or unsubstituted C 6 to C 10 aryl group, and a substituted or unsubstituted C 4 to C 8 heteroaryl group, and
each of R 3 and R 4 are independently one of a substituted or unsubstituted C 1 to C 6 alkyl group and a substituted or unsubstituted C 6 to C 10 aryl group,
wherein at least one of Ar 1 and Ar 2 is one of a naphthyl group or an anthracenyl group, and
wherein the compound has a maximum absorption wavelength (λmax) of about 500 nm to about 600 nm.

2. The compound of claim 1 , wherein the compound has 6 or 7 aromatic rings.

3. The compound of claim 1 , wherein the compound shows a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 130 nm.

4. The compound of claim 3 , wherein the compound shows a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 100 nm.

5. The compound of claim 1 , wherein the compound is a p-type semiconductor compound.

6. An organic photoelectric device comprising:
a first electrode and a second electrode facing each other, and
an active layer between the first electrode and the second electrode, the active layer including a compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
X is
each of Ar 1 and Ar 2 are independently one of a substituted or unsubstituted C 6 to C 30 aryl group and a substituted or unsubstituted C 4 to C 2 heteroaryl group,
each of R 1 and R 2 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 6 alkyl group, a substituted or unsubstituted C 6 to C 10 aryl group, and a substituted or unsubstituted C 4 to C 8 heteroaryl group, and
each of R 3 and R 4 are independently one of a substituted or unsubstituted C 1 to C 6 alkyl group and a substituted or unsubstituted C 6 to C 10 aryl group,
wherein at least one of Ar 1 and Ar 2 is one of a naphthyl group or an anthracenyl group, and
wherein the compound has a maximum absorption wavelength (λmax) of about 500 nm to about 600 nm.

7. The organic photoelectric device of claim 6 , wherein the compound has 6 or 7 aromatic rings.

8. The organic photoelectric device of claim 6 , wherein the compound shows a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 130 nm.

9. The organic photoelectric device of claim 6 , wherein the compound shows a light absorption curve having a full width at half maximum (FWHM) in a thin film state of about 50 nm to about 100 nm.

10. The organic photoelectric device of claim 6 , wherein the compound is a p-type semiconductor compound.

11. An image sensor comprising the organic photoelectric device of claim 6 .

12. The image sensor of claim 11 , further comprising:
a semiconductor substrate integrated with a plurality of first photo-sensing devices sensing light in a blue wavelength region and a plurality of second photo-sensing devices sensing light in a red wavelength region,
wherein the organic photoelectric device is on the semiconductor substrate and selectively absorbs light in a green wavelength region.

13. The image sensor of claim 12 , wherein the plurality of first photo-sensing devices and the plurality of second photo-sensing devices are stacked in a vertical direction on the semiconductor substrate.

14. The image sensor of claim 12 , further comprising:
a color filter layer between the semiconductor substrate and the organic photoelectric device, the color filter layer including a blue filter selectively absorbing light in a blue wavelength region and a red filter selectively absorbing light in a red wavelength region.

15. The image sensor of claim 11 , wherein the organic photoelectric device is a green photoelectric device, further comprising:
a blue photoelectric device selectively absorbing light in a blue wavelength region; and
a red photoelectric device selectively absorbing light in a red wavelength region,
wherein the organic photoelectric device, a blue photoelectric device and a red photoelectric device are sequentially stacked.

16. An electronic device comprising the image sensor of claim 11 .

17. A compound for an organic photoelectric device represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
X is one of Se, Te, S(═O), S(═O) 2 , and SiR a R b (wherein each of R a and R b are one of hydrogen and a C 1 to C 6 alkyl group),
each of Ar 1 and Ar 2 are independently one of a substituted or unsubstituted C 6 to C 30 aryl group and a substituted or unsubstituted C 4 to C 20 heteroaryl group,
each of R 1 and R 2 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 6 alkyl group, a substituted or unsubstituted C 6 to C 10 aryl group, and a substituted or unsubstituted C 4 to C 8 heteroaryl group, and
each of R 3 and R 4 are independently one of a substituted or unsubstituted C 1 to C 6 alkyl group and a substituted or unsubstituted C 6 to C 10 aryl group.

18. An organic photoelectric device comprising:
a first electrode and a second electrode facing each other, and
an active layer between the first electrode and the second electrode, the active layer including a compound represented by Chemical Formula 1:

wherein, in Chemical Formula 1,
X is one of Se, Te, S(═O), S(═O) 2 , and SiR a R b (wherein R a and R b are one of hydrogen and a C 1 to C 6 alkyl group),
each of Ar 1 and Ar 2 are independently one of a substituted or unsubstituted C 6 to C 30 aryl group and a substituted or unsubstituted C 4 to C 20 heteroaryl group,
each of R 1 and R 2 are independently one of hydrogen, a substituted or unsubstituted C 1 to C 6 alkyl group, a substituted or unsubstituted C 6 to C 10 aryl group, and a substituted or unsubstituted C 4 to C 8 heteroaryl group, and
each of R 3 and R 4 are independently one of a substituted or unsubstituted C 1 to C 6 alkyl group and a substituted or unsubstituted C 6 to C 10 aryl group.

Assignees

• Samsung Electronics Co Ltd

Inventors

• Lim Seon-Jeong
• Yun Sung Young
• Ro Takkyun
• Jin Yong Wan

Classifications

• C07D421/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• H01L27/307

  Electricity · mapped topic

• H01L51/4253

  Electricity · mapped topic

• H01L51/0062

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic