Organic photoelectric conversion element
A photoelectric conversion element uses organic materials and is provided with improved quantum efficiency and response rate. The organic photoelectric conversion element includes, in a photoelectric conversion layer, p-type molecules represented by Formula (1): in which A represents any one of oxygen, sulfur or selenium, any one of R 1 to R 4 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, the remainder of R 1 to R 4 each represent hydrogen, any one of R 5 to R 8 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, and the remainder of R 5 to R 8 each represent hydrogen.
1. An organic photoelectric conversion element comprising:
p-type molecules represented by Formula (1) in a photoelectric conversion layer:
wherein
in the Formula (1), A represents any one of oxygen, sulfur or selenium, any one of R 1 to R 4 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, the remainder of R 1 to R 4 each represent hydrogen, any one of R 5 to R 8 represents a substituted or unsubstituted aryl or heteroaryl having 4 to 30 carbon atoms, and the remainder of R 5 to R 8 each represent hydrogen,
wherein the photoelectric conversion layer at least includes, as the p-type molecules, a compound represented by Formula (10):
where in the Formula (10), R 2-1 and R 6-1 are each a substituted or unsubstituted aryl group or heteroaryl group having 4 to 24 carbon atoms.
2. The organic photoelectric conversion element according to claim 1 , wherein
the photoelectric conversion layer further includes n-type molecules, and
the n-type molecules include a fullerene or a fullerene derivative.
3. The organic photoelectric conversion element according to claim 2 , wherein
the n-type molecules amount to a volume fraction of 10 to 50 percent relative to the photoelectric conversion layer.
4. The organic photoelectric conversion element according to claim 2 , wherein
the n-type molecules include the fullerene derivative represented by any one of Formula (2) or (3):
and
in the Formulae (2) and (3), R independently represents hydrogen, halogen, linear, branched or cyclic alkyl, phenyl, a linear or fused-ring aromatic-containing group, a halogenide-containing group, partial fluoroalkyl, perfluoroalkyl, silylalkyl, silylalkoxy, arylsilyl, arylsulfanyl, alkylsulfanyl, arylsulfonyl, alkylsulfonyl, arylsulfido, alkylsulfido, amino, alkylamino, arylamino, hydroxy, alkoxy, acylamino, acyloxy, carbonyl, carboxy, carboxamido, carboalkoxy, acyl, sulfonyl, cyano, nitro, a chalcogenide-containing group, phosphino or phosphono, or a derivative thereof, and n and m each stand for an integer.
5. The organic photoelectric conversion element according to claim 1 , wherein
the photoelectric conversion layer further includes a colorant, and
the colorant has a maximum absorption coefficient of not smaller than 50000 cm −1 in a wavelength range of visible light.
6. The organic photoelectric conversion element according to claim 5 , wherein
the colorant amounts to a volume fraction of 20 to 80 percent relative to the photoelectric conversion layer.
7. The organic photoelectric conversion element according to claim 5 , wherein
the colorant includes a subphthalocyanine derivative.
8. The organic photoelectric conversion element according to claim 7 , wherein
the colorant includes a subphthalocyanine derivative represented by Formula (4):
and
R 9 to R 20 in the Formula (4) are each independently selected from a group including hydrogen, halogen, linear, branched or cyclic alkyl, thioalkyl, thioaryl, arylsulfonyl, alkylsulfonyl, amino, alkylamino, arylamino, hydroxy, alkoxy, acylamino, acyloxy, phenyl, carboxy, carboxamido, carboalkoxy, acyl, sulfonyl, cyano and nitro, M represents boron or a divalent or trivalent metal, and X represents an anionic group.
9. The organic photoelectric conversion element according to claim 1 , wherein
the p-type molecules amount to a volume fraction of 10 to 70 percent relative to the photoelectric conversion layer.
10. The organic photoelectric conversion element according to claim 1 , wherein
the photoelectric conversion layer includes, as the p-type molecules, a compound represented by Formula (11) out of the compounds represented by Formula (10):
and
in the Formula (11), R 2-2 and R 6-2 are each a substituted or unsubstituted aryl group or heteroaryl group having 4 to 18 carbon atoms.
11. The organic photoelectric conversion element according to claim 1 , wherein
the photoelectric conversion layer includes, as the p-type molecules, a compound represented by Formula (12) out of the compounds represented by Formula (10):
12. The organic photoelectric conversion element according to claim 11 , wherein
the photoelectric conversion layer includes, as the p-type molecules, a compound represented by Formula (13) out of the compounds represented by Formula (12):
13. The organic photoelectric conversion element according to claim 1 , wherein A is oxygen.
14. The organic photoelectric conversion element according to claim 1 , wherein A is sulfur.
15. The organic photoelectric conversion element according to claim 1 , wherein A is selenium.