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US 9,809,594 B2Granted
Non-fullerene electron acceptors for organic photovoltaic devices
AssigneeUniversity of Washington through its Center for Commercialization
InventorsSamson A. Jenekhe, Haiyan Li, Taeshik Earmme, Guoqiang Ren
Life of this patent
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Abstract
Non-fullerene electron acceptors for highly efficient organic photovoltaic devices are described. The non-fullerene electron acceptors have an extended, rigid, π-conjugated electron-deficient framework that can facilitate exciton and charge derealization. The non-fullerene electron acceptors can physically mix with a donor polymer and facilitate improved electron transport. The non-fullerene electron acceptors can be incorporated into organic electronic devices, such as photovoltaic cells.
Claims19
A compound of Formula (I)
- wherein:
- EG and EG′ are each independently (W)m—W′,
- wherein W is independently selected from arylene, heteroarylene, alkenylene, and alkynylene, each optionally substituted by 1, 2, 3, or 4 substituents independently selected from halo, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, CN, NO2, and OH, wherein said alkyl, alkenyl, alkynyl, alkoxy, aryl, heteroaryl, cycloalkyl, or heterocycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents independently selected from halo, C1-50 alkyl, C2-50 alkenyl, C2-50 alkynyl, CN, NO2, and OH;
- W′ is independently selected from H, halo, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, CN, NO2, and OH, wherein said alkyl, alkenyl, alkynyl, alkoxy, aryl, heteroaryl, cycloalkyl, or heterocycloalkyl is optionally substituted with 1, 2, 3, or 4 substituents independently selected from halo, C1-50 alkyl, C2-50 alkenyl, C2-50 alkynyl, C2-50 alkoxy, CN, NO2, and OH;
- and
- m is 0, 1, or 2;
- E is independently selected from
- wherein R2 is each independently selected from H, halo, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, CN, NO2, and OH, wherein said alkyl, alkenyl, alkynyl, alkoxy, aryl, heteroaryl, cycloalkyl, or heterocycloalkyl is optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from halo, C1-50 alkyl, C2-50 alkenyl, C2-50 alkynyl, C2-50 alkoxy, CN, NO2, and OH;
- Ar1 is a π-conjugated linker;
- R1 is each independently selected from H, halo, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, aryl, heteroaryl, cycloalkyl, heterocycloalkyl, CN, NO2, and OH, wherein said alkyl, alkenyl, alkynyl, alkoxy, aryl, heteroaryl, cycloalkyl, or heterocycloalkyl is optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from halo, C1-50 alkyl, C2-50 alkenyl, C2-50 alkynyl, C2-50 alkoxy, CN, NO2, and OH;
- x is 1 or 2.
8 more elements
Dependencies are inferred from the claim text.