COMPOUND AND FILM AND PHOTOELECTRIC DIODE AND ORGANIC SENSOR AND ELECTRONIC DEVICE

• US 20200136063A1
• Filed: 10/22/2019
• Published: 04/30/2020
• Est. Priority Date: 10/24/2018
• Status: Active Application

• Current Assignee: Samsung Electronics Co. Ltd.
• Original Assignee: Samsung Electronics Co. Ltd.
• Inventors: KWON, Ohkyu, CHOI, Hyesung, PARK, Bum Woo, KIM, Hwang Suk, RO, Takkyun, LEE, Kwang Hee, LEEM, Dong-Seok
• Application Number:
  US16/659,780
• Publication Number:
  US 20200136063A1
• Time in Patent Office: Days
• CPC Class Codes: C07D 495/04 Ortho-condensed systems
• CPC Class Codes: C07F 7/0816 said ring comprising Si as a ring atom
• CPC Class Codes: H10K 30/00 Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation integrated devices or assemblies of multiple devices H10K39/00, H10K65/00; electrolytic light-sensitive devices H01G9/20
• CPC Class Codes: H10K 30/20 comprising organic-organic junctions, e.g. donor-acceptor junctions
• CPC Class Codes: H10K 39/32 Organic image sensors
• CPC Class Codes: H10K 85/211 Fullerenes, e.g. C60
• CPC Class Codes: H10K 85/215 comprising substituents, e.g. PCBM
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/636 comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/653 comprising only oxygen as heteroatom
• CPC Class Codes: H10K 85/655 comprising only sulfur as heteroatom
• CPC Class Codes: H10K 85/656 comprising two or more different heteroatoms per ring H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6576 comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

Disclosed are a compound represented by Chemical Formula 1, a film, a photoelectric diode, an organic sensor, and an electronic device.

In Chemical Formula 1, X¹, X², Y¹, Y², Ar, L¹, L², R¹, R⁴, and n are the same as defined in the specification.

Claims

1. A compound represented by Chemical Formula 1:

2. The compound of claim 1, wherein Ar is a substituted or unsubstituted benzene, a substituted or unsubstituted naphthalene, a substituted or unsubstituted anthracene, a substituted or unsubstituted phenanthrene, a substituted or unsubstituted tetracene, a substituted or unsubstituted pyrene, a substituted or unsubstituted thiophene, a substituted or unsubstituted furan, a substituted or unsubstituted selenophene, a substituted or unsubstituted tellurophene, or a combination of two or more thereof fused together.

3. The compound of claim 1, wherein L¹ and L² are independently a heteroarylene group having O, S, Se, Te, N, Si, or a combination thereof.

4. The compound of claim 3, wherein L¹ and L² independently comprise at least one of substituted or unsubstituted groups listed in Group 1:

5. The compound of claim 1, wherein R¹ is represented by one of Chemical Formulae A-1 to A-3:

6. The compound of claim 1, wherein

R⁴ is represented by —

NR⁵R⁶,

R⁵ and R⁶ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted silyl group, a halogen, or a combination thereof, wherein R⁵ and R⁶ are each independently present or linked with each other to form a ring.

7. The compound of claim 6, wherein R⁴ is represented by one of Chemical Formulae B-1 to B-3:

8. The compound of claim 1, wherein the compound is represented by one of Chemical Formulae 1-J to 1-Z2:

9. The compound of claim 1, wherein a peak absorption wavelength of the compound is within a wavelength spectrum of about 700 nm to about 3000 nm.

10. A film comprising the compound of claim 1.

11. A photoelectric diode comprising:

a first electrode and a second electrode facing each other, and

an organic layer between the first electrode and the second electrode

wherein the organic layer comprises a compound represented by Chemical Formula 1;

12. The photoelectric diode of claim 11, wherein Ar is a substituted or unsubstituted benzene, a substituted or unsubstituted naphthalene, a substituted or unsubstituted anthracene, a substituted or unsubstituted phenanthrene, a substituted or unsubstituted tetracene, a substituted or unsubstituted pyrene, a substituted or unsubstituted thiophene, a substituted or unsubstituted furan, a substituted or unsubstituted selenophene, a substituted or unsubstituted tellurophene, or a combination of two or more thereof fused together.

13. The photoelectric diode of claim 11, wherein L¹ and L² are each independently a heteroarylene group comprising O, S, Se, Te, N, Si, or a combination thereof.

14. The photoelectric diode of claim 13, wherein L¹ and L² each independently comprise at least one of substituted or unsubstituted groups listed in Group 1:

15. The photoelectric diode of claim 11, wherein R¹ is represented by one of Chemical Formulae A-1 to A-3:

16. The photoelectric diode of claim 11, wherein

R⁴ is represented by —

NR⁵R⁶,

wherein R⁵ and R⁶ are each independently hydrogen, a substituted or unsubstituted C1 to C30 alkyl group, a substituted or unsubstituted C1 to C30 alkoxy group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C3 to C30 heteroaryl group, a substituted or unsubstituted silyl group, a halogen, or a combination thereof, wherein R⁵ and R⁶ are each independently present or linked with each other to form a ring.

17. The photoelectric diode of claim 16, wherein R⁴ is represented by one of Chemical Formulae B-1 to B-3:

18. The photoelectric diode of claim 11, which is represented by Chemical Formulae 1-J to 1-Z2:

19. The photoelectric diode of claim 11, wherein the organic layer further comprises fullerene or a fullerene derivative.

20. The photoelectric diode of claim 11, wherein a peak absorption wavelength of the compound is within a wavelength spectrum of about 700 nm to about 3000 nm.

21. An organic sensor comprising the photoelectric diode of claim 11.

22. An electronic device comprising the organic sensor of claim 21.

23. An electronic device comprising the photoelectric diode of claim 11.