Organic photoelectronic device and image sensor

Patent metadata

Field	Value
Publication number	US-10236461-B2
Application number	US-201615362964-A
Country	US
Kind code	B2
Filing date	Nov 29, 2016
Priority date	May 20, 2016
Publication date	Mar 19, 2019
Grant date	Mar 19, 2019

Abstract

An organic photoelectronic device may include a photoelectronic conversion layer between a first electrode and a second electrode and a buffer layer on the photoelectronic conversion layer. The photoelectronic conversion layer may be between a first electrode and a second electrode, and the buffer layer may be between the first electrode and the photoelectronic conversion layer. The photoelectronic conversion layer may include at least a first light absorbing material and a second light absorbing material configured to provide a p-n junction. The buffer layer may include the first light absorbing material and a non-absorbing material associated with a visible wavelength spectrum of light. The non-absorbing material may have a HOMO energy level of about 5.4 eV to about 5.8 eV. The non-absorbing material may have an energy bandgap of greater than or equal to about 2.8 eV.

First claim

What is claimed is:

1. An organic photoelectronic device, comprising:
a first electrode;
a second electrode on the first electrode;
a photoelectronic conversion layer between the first electrode and the second electrode, the photoelectronic conversion layer including a p-n junction, the p-n junction including a first light absorbing material and a second light absorbing material, the first light absorbing material including an organic material; and
a buffer layer between the first electrode and the photoelectronic conversion layer, the buffer layer including the first light absorbing material and a non-absorbing organic material associated with a visible wavelength spectrum of light, the non-absorbing organic material having a highest occupied molecular orbital (HOMO) energy level of about 5.4 eV to about 5.8 eV,
wherein the buffer layer includes
a first buffer layer that is adjacent to the first electrode and includes the non-absorbing organic material associated with the visible wavelength spectrum of light, and
a second buffer layer that is adjacent to the photoelectronic conversion layer and includes the first light absorbing material.

2. The organic photoelectronic device of claim 1 , wherein the first light absorbing material is configured to selectively absorb light within one of a red wavelength spectrum of light, a green wavelength spectrum of light, and a blue wavelength spectrum of light.

3. The organic photoelectronic device of claim 1 , wherein the first light absorbing material is configured to selectively absorb a green wavelength spectrum of light having a maximum absorption wavelength (λ max ) of about 520 nm to about 580 nm.

4. The organic photoelectronic device of claim 1 , wherein the photoelectronic conversion layer and the buffer layer are in contact with each other.

5. The organic photoelectronic device of claim 1 , wherein
the second buffer layer further includes the non-absorbing organic material associated with the visible wavelength spectrum of light.

6. The organic photoelectronic device of claim 1 , wherein the buffer layer further includes,
a third buffer layer that is between the first buffer layer and the second buffer layer and includes a mixture of the first light absorbing material and the non-absorbing organic material associated with the visible wavelength spectrum of light.

7. The organic photoelectronic device of claim 1 , wherein the non-absorbing organic material associated with the visible wavelength spectrum of light is a compound represented by Chemical Formula 1A or 1B,

wherein, in Chemical Formula 1A or 1B,
each of M 1 and M 2 are independently CR n R o , SiR p R q , NR r , O, S, Se, or Te,
each of Ar 1b , Ar 2b , Ar 3b , and Ar 4b are independently a substituted or unsubstituted C 6 to C 30 aryl group or a substituted or unsubstituted C 3 to C 30 heteroaryl group,
each of G 2 and G 3 are independently a single bond, —(CR a R t ) n3 —, —O—, —S—, —Se—, —N═, —NR u —, —SiR v R w — or —GeR x R y —, wherein n3 is 1 or 2, and
each of R 30 to R 37 and R n to R y are independently 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 heterocyclic group, a substituted or unsubstituted C 1 to C 6 alkoxy group, a halogen, or a cyano group.

8. The organic photoelectronic device of claim 1 , wherein the first light absorbing material has a core structure including an electron donating moiety, a pi-conjugation linker, and an electron accepting moiety.

9. The organic photoelectronic device of claim 8 , wherein the first light absorbing material is a compound represented by Chemical Formula 2,

wherein, in Chemical Formula 2,
X is Se, Te, SO, SO 2 , or SiR a R b ,
EDG is an electron donating group,
EAG is an electron accepting group, and
each of R 1 , R 2 , R a , and R b are independently hydrogen or a monovalent substituent.

10. The organic photoelectronic device of claim 9 , wherein the first light absorbing material is a compound represented by Chemical Formula 2A or 2B,

wherein, in Chemical Formula 2A or 2B,
X is Se, Te, SO, SO 2 , or SiR a R b ,
Ar is a substituted or unsubstituted 5-membered ring, a substituted or unsubstituted 6-membered ring, or a fused ring of two or more rings,
each of Aria and Ar 2 a are independently a substituted or unsubstituted C 6 to C 30 aryl group or a substituted or unsubstituted C 3 to C 30 heteroaryl group,
each of Ar 1a and Ar 2a are independently present or are linked to each other to provide a ring,
G 1 is selected from a single bond, —(CR g R h ) n2 —, —O—, —S—, —Se—, —N═, —SiR j R k —, and —GeR l R m —, wherein n2 is 1 or 2, and
each of R 1a to R 3a , R a , and R b are independently 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 6 alkoxy group, a halogen, or a cyano group.

11. The organic photoelectronic device of claim 10 , wherein the first light absorbing material is a compound represented by one of Chemical Formulae 2A-1 to 2A-4,

wherein, in Chemical Formulae 2A-1 to 2A-4,
X is Se, Te, SO, SO 2 , or SiR a R b ,
Z 1 is O or CR c R d ,
Y 1 is N or CR e ,
Y 2 is selected from O, S, Se, Te, and C(R f )(CN),
Y 3 is O, S, Se, or Te,
Y 4 is N or NR 18a ,
Y 5 is CR 19a or C═CR 20a (CN),
each of Ar 1a and Ar 2a are independently a substituted or unsubstituted C 6 to C 30 aryl group or a substituted or unsubstituted C 3 to C 30 heteroaryl group,
each of R 1a to R 3a , R 11a , R 12a , R 15a to R 20a , R 24a , R 25a , and R a to R f are independently 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 6 alkoxy group, a halogen, or a cyano group,
n1 is 0 or 1,
m1 is 0 or 1, and
m2 is an integer inclusively between 0 and 4.

12. The organic photoelectronic device of claim 10 , wherein the first light absorbing material is a compound represented by one of Chemical Formulae 2B-1 to 2B-4,

wherein, in Chemical Formulae 2B-1 to 2B-4,
X is Se, Te, SO, SO 2 , or SiR a R b ,
Z 1 is O or CR c R d ,
Y 1 is N or CR e ,
Y 2 is selected from O, S, Se, Te, and C(R f )(CN),
Y 3 is O, S, Se, or Te,
Y 4 is N or NR 18a ,
Y 5 is CR 19a or C═CR 20a (CN),
each of Aria and Area are independently a substituted or unsubstituted C 6 to C 30 aryl group or a substituted or unsubstituted C 3 to C 30 heteroaryl group,
G 1 is selected from —(CR g R h ) n2 —, —O—, —S—, —Se—, —N═, —NR i —, —SiR j R k —, and —GeR l R m —, and
each of

Assignees

• Samsung Electronics Co Ltd

Inventors

• Ro Takkyun
• Park Kyung Bae
• Satoh Ryuichi
• Jin Yong Wan
• Heo Chul Joon

Classifications

• Y02E10/549

  Organic PV cells · CPC title

• H01L51/0052

  Electricity · mapped topic

• H01L51/447 Primary

  Electricity · mapped topic

• H01L27/307

  Electricity · mapped topic

• H01L51/0058

  Electricity · mapped topic