Organic photoelectric conversion element, solar cell and optical sensor array
View Patent ↗Disclosed is an organic photoelectric conversion element having high photoelectric conversion efficiency and high durability. Also disclosed are a solar cell and an optical sensor array, each using the organic photoelectric conversion element. The organic photoelectric conversion element comprises a bulk heterojunction layer wherein an n-type semiconductor material and a p-type semiconductor material are mixed. The organic photoelectric conversion element is characterized in that the n-type semiconductor material is a polymer compound and the p-type semiconductor material is a low-molecular-weight compound.
1. An organic photoelectric conversion element comprising a bulk hetero unction layer containing a mixture of an n-type semiconductor material and a p-type semiconductor material,
wherein the n-type semiconductor material is a polymer represented by Formula (1) and the p-type semiconductor material is a tetrabenzoporphyrin derivative selected from the group consisting of BP-1, -2 and BP-3,
wherein, R 1 and R 2 each represent a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, cycloalkyl group, aralkyl group, aryl group, heteroaryl group and silyl group; L 1 and L 2 each represent a substituted or unsubstituted alkylene group, alkenediyl group, alkynediyl group, cycloalkylene group, arylene group, heteroarylene group, silylene group, ether group, thioether group, carbonyl group, carboxyl group, amino group, amide group, or a structure containing a plurality of the foregoing groups connected with each other; and n is an integer of 2 or more, provided that Formula (1) shows one hemispherical portion among a spherical fullerene structure and the other hemispherical portion is omitted, and a spatial relationship of a first substituent containing R 1 and L 1 to a second substituent containing R 2 and L 2 in the fullerene structure is arbitrary,
2. The organic photoelectric conversion element of claim 1 ,
wherein the polymer forms a three-dimensional network structure.
3. The organic photoelectric conversion element of claim 1 ,
wherein the p-type semiconductor material is a compound formed by heating a p-type semiconductor material precursor to change a chemical structure to convert into the p-type semiconductor material.
4. The organic photoelectric conversion element of claim 1 ,
wherein the bulk heterojunction layer is made from a solution dissolving:
the p-type tetrabenzoporphyrin derivative or a precursor thereof; and
the n-type polymer represented by Formula (1) or a precursor thereof.
5. The organic photoelectric conversion element of claim 4 ,
wherein the bulk heterojunction layer is made by the steps of:
forming a layer using a solution dissolving:
the p-type tetrabenzoporphyrin derivative or a precursor thereof; and
the n-type polymer represented by Formula (1) or a precursor thereof, and
heating the formed layer.
6. The organic photoelectric conversion element of claim 1 , comprising a multiplicity of the bulk heterojunction layers.
7. A solar cell comprising the organic photoelectric conversion element of claim 1 .
8. An optical sensor array comprising the organic photoelectric conversion element of claim 1 , arranged in an array structure.
9. An organic photoelectric conversion element comprising a bulk heterojunction layer containing a mixture of an n-type semiconductor material and a p-type semiconductor material,
wherein the p-type semiconductor material is a tetrabenzoporphyrin derivative selected from the group consisting of BP-1, BP-2 and BP-3 and the n-type semiconductor material is a polymer containing a fullerene compound which forms a three-dimensional network structure and is made by cross-linking polymerization using a monomer represented by the following
wherein, R 3 and R 4 each represent a substituent selected from the group consisting of a substituted or unsubstituted alkyl group, cycloalkyl group, aralkyl group, aryl group, heteroaryl group and silyl group; L 3 and L 4 each represent a substituted or unsubstituted alkylene group, alkenediyl group, alkynediyl group, cycloalkylene group, arylene group, heteroarylene group, silylene group, ether group, thioether group, carbonyl group, carboxyl group, amino group, amide group, or a structure containing a plurality of the foregoing groups connected with each other; and G 1 and G 2 each represent a polymerizable group which forms a linking chain of a three-dimensional network structure, provided that Formula (2) shows one hemispherical portion among a spherical fullerene structure and the other hemispherical portion is omitted, and a spatial relationship of a first substituent containing G 1 , R 3 and L 3 to a second substituent containing G 2 , R 4 and L 4 in the fullerene structure is arbitrary,
10. The organic photoelectric conversion element of claim 9 ,
wherein G 1 and G 2 in Formula (2) are a vinyl group.
11. The organic photoelectric conversion element of claim 9 ,
wherein the p-type semiconductor material is a compound formed by heating a p-type semiconductor material precursor to change a chemical structure to convert into the p-type semiconductor material.
12. The organic photoelectric conversion element of claim 9 , comprising a multiplicity of the bulk heterojunction layers.
13. A solar cell comprising the organic photoelectric conversion element of claim 9 .
14. An optical sensor array comprising the organic photoelectric conversion element of claim 9 , arranged in an array structure.